There will be a HazMat fee per item when shipping a dangerous goods. The HazMat fee will be charged to your UPS/DHL/FedEx collect account or added to the invoice unless the package is shipped via Ground service. Ship by air in Excepted Quantity (each bottle), which is up to 1g/1mL for class 6.1 packing group I or II, and up to 25g/25ml for all other HazMat items.
Type | HazMat fee for 500 gram (Estimated) |
Excepted Quantity | USD 0.00 |
Limited Quantity | USD 15-60 |
Inaccessible (Haz class 6.1), Domestic | USD 80+ |
Inaccessible (Haz class 6.1), International | USD 150+ |
Accessible (Haz class 3, 4, 5 or 8), Domestic | USD 100+ |
Accessible (Haz class 3, 4, 5 or 8), International | USD 200+ |
Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | |||||
{[ item.p_purity ]} | {[ item.pr_size ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
* Storage: {[proInfo.prStorage]}
CAS No. : | 3946-29-0 | MDL No. : | MFCD00000992 |
Formula : | C9H8Cl2O | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | AYFJBHFMQODYBC-UHFFFAOYSA-N |
M.W : | 203.07 | Pubchem ID : | 77550 |
Synonyms : |
|
Signal Word: | Danger | Class: | 8 |
Precautionary Statements: | P261-P280-P305+P351+P338-P310 | UN#: | 3261 |
Hazard Statements: | H314-H335 | Packing Group: | Ⅲ |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72% | With Et3NHCl-1.8AlCl3 ionic liquid In octane at 70 - 120℃; Ionic liquid | In a thermometer,500mL four-neck flask with a stirrer and a condensation device Et3NHCl-1.8AlCl3 50 g ionic liquid (molar ratio 1.8), and 50 g of n-octane, raising the temperature to 70-80 deg.] C under stirring.A solution of 100 g of 3-chloro-1- (4-chlorophenyl) -1-propanone and 100 g of n-octane was slowly added,Raise the temperature to 110-120 ° C,Insulation reaction 3-4 hours,The generated hydrogen chloride gas is withdrawn from the top of the condenser tube and enters the water absorption column for absorption,The reaction process uses chromatographic tracking,The content of 3-chloro-1- (4-chlorophenyl) -1-propanone did not decrease,After the reaction was completed, the material was pumped to a 1000 mL jacketed hydrolysis kettle,Stirring slowly adding 100 grams of water for hydrolysis,The hydrolysis kettle is cooled with circulating water,The feed was maintained at a temperature between 90-95 ,After that,Stop stirring,Liquid into the separatory funnel,Standing to separate the water phase,N-octane phase into the decolorization tank,Conventional decolorization of the material into the crystallization kettle,Cooling to 0-30 ° C crystallization,Centrifugal treatment,drying,That is, 5-chloro-1-indanone finished product 72 grams.The melting point of 92.6-93.5 , 72percent yield. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
63% | In xylene Heating; | |
at 130℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
89% | With aluminium trichloride In carbon disulfide for 3h; | |
87% | With aluminum (III) chloride | |
With carbon disulfide; aluminium trichloride |
With aluminium trichloride | ||
With aluminium trichloride In dichloromethane at 20℃; | ||
With aluminum (III) chloride In dichloromethane | ||
With aluminum (III) chloride In dichloromethane | ||
With aluminum (III) chloride at 30℃; for 3h; | 1-4 Example 2 1500g (2.0mol) of chlorobenzene in a 1000mL four-necked bottle,332g (2.5mol) of aluminum trichloride was added under stirring, and added at 30 ° C3-chloropropionyl chloride 254g,After 3 hours of reaction,The mass ratio added to the molten state is 6.5:3:0.5A mixture of 332 g of aluminum trichloride, sodium chloride and potassium chloride was added.The temperature was raised at 130 ° C for 3 h, the conversion rate was 98%, and the reaction was completed.The reaction solution is added to ice water for hydrolysis, filtration, and drying.Made a brown solid 335g,Purified to give a pale yellow powder 5-chloro-2,3-dihydro-1-indanone250.1g,The content of the high pressure liquid chromatography was 99.5%, and the yield was 75%. | |
With aluminum (III) chloride | 1 The production method of 5-chloropyrone by the application example,The 5-chlorofluorenone production apparatus of Example 1 was used.Before the reaction starts,600 ml of qualified 3-chloropropionyl chloride was added to each first reactor 41 having a volume of 1 L.Adding 70% of 3-chloropropionic acid to the gas-liquid reactor 2 with a packing of 1000 mm,Add in each second set of continuous reactors 42Full liquid 3-chloro-1-(4-chlorophenyl)-l-acetone solution,The 3-chloro-1-(4-chlorophenyl)-l-acetone solution is suitablea quantity of aluminum chloride, adding a solution of 5-chloro-2,3-dihydro-1-indanone at 70% of the liquid level in each of the third continuous reactors 43, the 5-chloro-2,3 The dihydro-1-indanone solution contains an appropriate amount of aluminum chloride. | |
With aluminum (III) chloride; sodium chloride; zinc(II) chloride at 80℃; for 2h; Inert atmosphere; | 1-10 Example 1 Under the protection of nitrogen, add 40g (300mmol) aluminum trichloride, 17.5g (300mmol) sodium chloride and 2.9g (21mmol) zinc chloride into a 250ml three-necked flask, heat and stir to melt, control the temperature at 80, and add 4.4g (39 mmol) a mixed solution of 3.8 g (30 mmol) 3-chloropropionyl chloride in chlorobenzene. After the addition is complete, react at 80°C for 2h,NMR monitors that 3-chloropropionyl chloride has been completely converted,3-chloro-1-(4-chlorophenyl)-1-propanone is produced. Then the temperature was increased to 130°C, and the reaction was carried out at this temperature for 3 hours. Nuclear magnetic monitoring monitored that the intermediates had all been converted, and 5-chloro-2,3-dihydro-1-indanone was formed. Pour the product into a mixture of hydrochloric acid: ice water = 15g: 450g of hydrochloric acid and ice water, and add dichloromethane to extract the product. The dichloromethane layer is washed with saturated sodium bicarbonate and distilled water, and the solvent is removed by rotary evaporation to obtain a crude product. After steam distillation, 3.26 g of refined product was obtained with a yield of 65.2%. | |
Stage #1: chlorobenzene With aluminum (III) chloride In dichloromethane at 0℃; for 0.5h; Stage #2: 2-chloropropionyl chloride In dichloromethane at 0 - 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | ||
With 3,5-dihydroxyphenol; sodium nitrite |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
81% | In N,N-dimethyl-formamide at 25℃; for 72h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | In benzene for 1h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
96% | Stage #1: 3,4'-Dichloropropiophenone With triethylamine In dichloromethane for 0.0833333h; Inert atmosphere; Stage #2: at 20℃; for 18h; | |
91% | With triethylamine In acetonitrile at 20℃; for 4h; Cooling with ice; | 54A 1-(4-Chlorophenyl)prop-2-en-1-one 60 g (295.5 mmol) of 3-chloro-1-(4-chlorophenyl)propan-1-one were dissolved in 900 ml of acetonitrile. With ice bath cooling, 41.2 ml (295.5 mmol) of triethylamine were then slowly added dropwise to the solution (exothermal reaction). After the addition had ended, the reaction solution was stirred at room temperature for 4 h. About one litre of water, one litre of ethyl acetate and about 250 ml of saturated sodium chloride solution were then added to the reaction mixture. The phases were separated, the organic phase was then dried over magnesium sulphate and filtered and the filtrate was concentrated to dryness. The crude product obtained was purified by chromatography on silica gel (about 1.3 kg) (mobile phase cyclohexane/ethyl acetate 6:1). This gave 45 g of the target product (91% of theory). 1H-NMR (400 MHz, DMSO-d6): δ [ppm]=6.02 (d, 1H), 6.36 (dd, 1H), 7.34-7.44 (m, 1H), 7.63 (d, 1H), 8.03 (d, 2H). |
86% | With triethylamine In chloroform at 20℃; for 18h; Inert atmosphere; |
With isobutylamine In acetonitrile at 25℃; kinetic isotope effect; | ||
With benzylamine In acetonitrile at 25℃; kinetic isotope effect; | ||
With diethylamine In acetonitrile at 25℃; kinetic isotope effect; | ||
With piperidine In acetonitrile at 25℃; kinetic isotope effect; | ||
With morpholine In acetonitrile at 25℃; kinetic isotope effect; | ||
With potassium acetate In methanol | ||
With triethylamine In chloroform at 0 - 30℃; | ||
With triethylamine In dichloromethane at 20℃; Inert atmosphere; | ||
With triethylamine In dichloromethane at 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | With triethylamine In isopropyl alcohol Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | With aluminum (III) chloride; potassium chloride; sodium chloride; at 130℃; for 3h; | 1500g (2.0mol) of chlorobenzene in a 1000mL four-necked bottle,332g (2.5mol) of aluminum trichloride was added under stirring, and added at 30 C3-chloropropionyl chloride 254g,After 3 hours of reaction,The mass ratio added to the molten state is 6.5:3:0.5A mixture of 332 g of aluminum trichloride, sodium chloride and potassium chloride was added.The temperature was raised at 130 C for 3 h, the conversion rate was 98%, and the reaction was completed.The reaction solution is added to ice water for hydrolysis, filtration, and drying.Made a brown solid 335g,Purified to give a pale yellow powder 5-chloro-2,3-dihydro-1-indanone250.1g,The content of the high pressure liquid chromatography was 99.5%, and the yield was 75%. |
72% | With Et3NHCl-1.8AlCl3 ionic liquid; In octane; at 70 - 120℃;Ionic liquid; | In a thermometer,500mL four-neck flask with a stirrer and a condensation device Et3NHCl-1.8AlCl3 50 g ionic liquid (molar ratio 1.8), and 50 g of n-octane, raising the temperature to 70-80 deg.] C under stirring.A solution of 100 g of 3-chloro-1- (4-chlorophenyl) -1-propanone and 100 g of n-octane was slowly added,Raise the temperature to 110-120 C,Insulation reaction 3-4 hours,The generated hydrogen chloride gas is withdrawn from the top of the condenser tube and enters the water absorption column for absorption,The reaction process uses chromatographic tracking,The content of 3-chloro-1- (4-chlorophenyl) -1-propanone did not decrease,After the reaction was completed, the material was pumped to a 1000 mL jacketed hydrolysis kettle,Stirring slowly adding 100 grams of water for hydrolysis,The hydrolysis kettle is cooled with circulating water,The feed was maintained at a temperature between 90-95 ,After that,Stop stirring,Liquid into the separatory funnel,Standing to separate the water phase,N-octane phase into the decolorization tank,Conventional decolorization of the material into the crystallization kettle,Cooling to 0-30 C crystallization,Centrifugal treatment,drying,That is, 5-chloro-1-indanone finished product 72 grams.The melting point of 92.6-93.5 , 72% yield. |
With aluminum (III) chloride; | The production method of 5-chloropyrone by the application example,The 5-chlorofluorenone production apparatus of Example 1 was used.Before the reaction starts,600 ml of qualified 3-chloropropionyl chloride was added to each first reactor 41 having a volume of 1 L.Adding 70% of 3-chloropropionic acid to the gas-liquid reactor 2 with a packing of 1000 mm,Add in each second set of continuous reactors 42Full liquid 3-chloro-1-(4-chlorophenyl)-l-acetone solution,The 3-chloro-1-(4-chlorophenyl)-l-acetone solution is suitablea quantity of aluminum chloride, adding a solution of 5-chloro-2,3-dihydro-1-indanone at 70% of the liquid level in each of the third continuous reactors 43, the 5-chloro-2,3 The dihydro-1-indanone solution contains an appropriate amount of aluminum chloride. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | With sodium tetrahydroborate In tetrahydrofuran at 20℃; for 2h; | |
35% | With sodium tetrahydroborate In tetrahydrofuran; water at 20℃; for 2h; | |
With lithium aluminium tetrahydride In diethyl ether |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With (R)-oxazaborolidine; borane In tetrahydrofuran at 0℃; Title compound not separated from byproducts; | ||
With (R)-oxazaborolidine; borane In tetrahydrofuran; toluene at 0℃; for 1h; Title compound not separated from byproducts; | ||
78 % ee | With diborane; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole |
74 % ee | With diborane; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole In tetrahydrofuran; 2-methyltetrahydrofuran at 0℃; Flow reactor; Green chemistry; Overall yield = 80 %; Overall yield = 98 mg; enantioselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | With sodium sulfide In methanol at 20℃; for 0.5h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
64% | Stage #1: nitromethane With sodium hydroxide In methanol; water for 0.333333h; Stage #2: 3,4'-Dichloropropiophenone In methanol; water at 0 - 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
32% | In tetrahydrofuran at 20℃; for 16h; | |
32% | [1- (4-CHLOROPHENYL)-3- (PYRROLIDIN-1-YL)-PROPAN-1-ONE HCI] [1- (4-CHLOROPHENYL)-3- (PYRROLIDIN-1-YL)-PROPAN-1-ONE HCI] [[0129]] 3, 4'-Dichloropropiophenone (8.0 g, 39.4 mmol) and [PYRROLIDINE] (5.6 g, 78.8 mmol) yielded 3.0 g (32 % yield) of the title compound as white crystals. Mp 184.2- 184.8 [°C. LH] NMR (500 MHz) 8 2.09-2. 13 [(M,] 2H), 2.22-2. 26 (m, 2H), 2.83-2. 88 (m, 2H), 3. [51-3.] 55 (m, 2H), 3. [71-3.] 78 (m, 4H), 7.45 (d, 2H, J= 8.5 Hz), 7.93 (d, 2H, J= 8.5 Hz), 12.75 (s, 1H). [13C] NMR (125 MHz) 8 23.4, 23.7, 34.9, 50.1, 54.1, 54.2, 129.5, 130.1 (2 C [: S), 134.] 0 (2 C [: S),] 141.0, 194.1. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | In tetrahydrofuran at 20℃; for 16h; | |
80% | Stage #1: piperidine; 3,4'-Dichloropropiophenone In tetrahydrofuran for 12h; Stage #2: With hydrogenchloride In diethyl ether | [1- (4-CHLOROPHENYL)-3- (PIPERIDIN-1-YL)-PROPAN-L-ONE HCI] General procedure II [[0127]] 3, 4'-Dichloropropiophenone was dissolved in THF and the secondary amine (2 eq. ) was added. After stirring for 12 h, the mixture was poured into saturated aqueous [NH4C1] and extracted twice with EtOAc. The combined organic phases were washed [(H2O] and brine) and evaporated. The crude oil was dissolved in diethyl ether and [HCLETHER] was added. The resulting solid was recrystallized from [CH2C12/DIETHYL] ether to afford the title compounds. [1- (4-CHLOROPHENYL)-3- (PIPERIDIN-1-YL)-PROPAN-L-ONE HCI] [[0128]] 3,4'-Dichloropropiophenone (6.0 g, 30 mmol) and piperidine (4.9 g, 60 mmol) yielded 6.7 g (80 % yield) of the title compound as white crystals. Mp 194.2-194. 8 [C. LH] NMR (400 MHz) 8 1.38-1. 45 (m, 1H), 1.78-1. 82 (m, 3H), 2.16-2. 26 (m, 2H), 2.65-2. 74 (m, 2H), 3.37-3. 40 (m, 2H), 3.48-3. 51 (m, 2H), 3.78 (t, 2H, J= 6.8 Hz), 7.40 (d, 2H, [J=] 8.4 Hz), 7.90 (d, 2H, [J=] 8.4 Hz), 12.10 (s, [1H). 13C] NMR (100 MHz) 8 21.9, 22.6 (2 C : s), 33.3, 51.9, 53.8 (2 C: s), 129.1, 129.7 (2 C: s), 133.8 (2 [C : S),] 140.5, 195.0. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | In tetrahydrofuran at 20℃; for 16h; | |
99% | [1- (4-CHLOROPHENYL)-3- (MORPHOLIN-1-YL)-PROPAN-1-ONE HCL] [1- (4-CHLOROPHENYL)-3- (MORPHOLIN-1-YL)-PROPAN-1-ONE HCL] [[0130]] 3, 4'-Dichloropropiophenone (6.0 g, 30 mmol) and morpholine (5.2 g, 60 mmol) yielded 7.5 g (99 % yield) of the title compound as white crystals. Mp 85.8-86. 2 [°C. LH] NMR (400 MHz) 8 2.49 (t, 4H, J= 4.4 Hz), 2.80 (t, 2H, J= 7.6 Hz), 3.14 (t, 2H, J= 7.6 Hz), 3.69 (t, 4H, [J=] 4.4 Hz), 7.42 (d, 2H, [J=] 6.8 Hz), 7.88 (d, 2H, [J=] 6.8 Hz), 12.10 (s, 1H). 13C NMR (100 MHz) 8 35.9 (2 C : s), 53.4, 53.6, 66.8 (2 [C : S),] 128.9, 129.4 (2 C : s), 135.0 (2 C: s), 139.5, 197.6. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | In tetrahydrofuran at 20℃; for 16h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | In tetrahydrofuran at 20℃; for 16h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride In isopropyl alcohol Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In toluene Heating; | ||
In isopropyl alcohol for 8h; Heating / reflux; | 2.A 3,4'-Dichloropropiophenone (1.02 g, 5 mmol) and 1-(2-pyridinyl)piperazine (1.63 g, 10 mmol) were combined in toluene (35 mL) and refluxed for 8 hours. The mixture was concentrated in vacuo and the residue was purified by chromatography (silica gel, ethyl acetate) to provide the title compound. MS (DCI/NH3) m/z 330 (M+H)+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With lithium hexamethyldisilazane In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 1h; | 4.2 To a solution of 5-(2-methoxy-phenyl)-4-p-tolyl-4H-[1,2,4]triazole-3-thiol (0.45 g, 1.5 mmol) in DMF (10 mL) was added a 1M solution of lithium bis (trimethylsilyl)amide in THF (1.5 mL) and beta-4-dichloropropiophenone (0.30 g, 1.5 mmol) at room temperature. The mixture was heated at 60°C for 1 hour and cooled to room temperature. The mixture was quenched with water and extracted with ethyl acetate. The organics were dried and concentrated under vacuum. The residue was purified by chromatography on silica (20% ethyl acetate in n-hexane) to give 1-(4-chloro-phenyl)-3-[3-(2-methoxy-phenyl)-5-thioxo-4-p-tolyl-4,5-dihydro- [1,2,4] triazol-1-yl]-propan-1-one (0.19 g, 0.41 mmol) as a white solid. | |
Stage #1: 3,4'-Dichloropropiophenone; 3-(2-methoxyphenyl)-4-(4-methylphenyl)-5-mercapto-[1,2,4]triazole With lithium hexamethyldisilazane In tetrahydrofuran; N,N-dimethyl-formamide at 20 - 60℃; for 1h; Stage #2: With water In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; | E-4.1 To a solution of 5-(2-methoxy-phenyl)-4-p-tolyl-4H-[1,2,4]triazole-3-thiol (0.45 g, 1.5 mmol) in DMF (10 mL) was added a 1M solution of lithium bis(trimethylsilyl)amide in THF (1.5 mL) and beta-4-dichloropropiophenone (0.30 g, 1.5 mmol) at room temperature. The mixture was heated at 60° C. for 1 hour and cooled to room temperature. The mixture was quenched with water and extracted with ethyl acetate. The organics were dried and concentrated under vacuum. The residue was purified by chromatography on silica (20% ethyl acetate in n-hexane) to give 1-(4-chloro-phenyl)-3-[3-(2-methoxy-phenyl)-5-thioxo-4-p-tolyl-4,5-dihydro-[1,2,4]triazol-1-yl]-propan-1-one (0.19 g, 0.41 mmol) as a white solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
58% | In N,N-dimethyl-formamide at 120℃; for 0.333333h; microwave irradiation; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: toluene / Heating 2: pyridine |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: toluene / Heating 2: pyridine |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: toluene / Heating 2: hydroxylamine hydrochloride; pyridine |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: toluene / Heating 2: pyridine |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: toluene / Heating 2: pyridine |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: toluene / Heating 2.1: KOH; iodobenzene diacetate / 5 h / 20 °C 3.1: aq. H2SO4 / CHCl3 / 18 h / 20 °C 3.2: pyridine / 14 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: toluene / Heating 2: KOH; iodobenzene diacetate / 5 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: toluene / Heating 2.1: KOH; iodobenzene diacetate / 5 h / 20 °C 3.1: aq. H2SO4 / CHCl3 / 18 h / 20 °C 3.2: 132 mg / pyridine / 14 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: toluene / Heating 2.1: KOH; iodobenzene diacetate / 5 h / 20 °C 3.1: aq. H2SO4 / CHCl3 / 18 h / 20 °C 3.2: 200 mg / pyridine / 14 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: toluene / Heating 2: pyridine |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: toluene / Heating 2: pyridine |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: aq. HCl / propan-2-ol / Heating 2: pyridine / 12 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: (R)-oxazaborolidine; borane / toluene; tetrahydrofuran / 1 h / 0 °C 2: 85 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran / 20 °C 3: 78 percent / n-butyllithium / hexane; tetrahydrofuran / 4 h / -50 - 20 °C | ||
Multi-step reaction with 3 steps 1: BH3; (R)-oxazaborolidine / tetrahydrofuran / 0 °C 2: 85 percent / PPh3; DEAD / tetrahydrofuran / 16 h / 20 °C 3: 78 percent / n-BuLi / tetrahydrofuran / -50 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: (R)-oxazaborolidine; borane / toluene; tetrahydrofuran / 1 h / 0 °C 2: 85 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran / 20 °C | ||
Multi-step reaction with 2 steps 1: BH3; (R)-oxazaborolidine / tetrahydrofuran / 0 °C 2: 85 percent / PPh3; DEAD / tetrahydrofuran / 16 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 99 percent / aq. NaBH4 / tetrahydrofuran / 2 h / 20 °C 2: 81 percent / PBr3 / diethyl ether / 2 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: 99 percent / aq. NaBH4 / tetrahydrofuran / 2 h / 20 °C 2.1: 81 percent / PBr3 / diethyl ether / 2 h / 20 °C 3.1: NaH / dimethylformamide / 0.5 h / 20 °C 3.2: 60 percent / dimethylformamide / 60 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: 99 percent / aq. NaBH4 / tetrahydrofuran / 2 h / 20 °C 2.1: 81 percent / PBr3 / diethyl ether / 2 h / 20 °C 3.1: NaH / dimethylformamide / 0.5 h / 20 °C 3.2: 60 percent / dimethylformamide / 60 h / 20 °C 4.1: 31 percent / dimethylformamide / 24 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: p-TsOH / methanol / 5 h / Heating 2: 175 mg / BF3*Et2O / ethyl acetate / 4 h / 0 °C 3: 76 percent / H2 / Raney-Ni / methanol / 16 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: p-TsOH / methanol / 5 h / Heating 2: 175 mg / BF3*Et2O / ethyl acetate / 4 h / 0 °C 3: 76 percent / H2 / Raney-Ni / methanol / 16 h / 20 °C 4: 74 percent / Et3N; DMAP / CH2Cl2 / 22 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 70 percent / Na2S / methanol / 0.5 h / 20 °C 2: 67 percent / hydrazine hydrate / ethanol / Heating 3: 73 percent / hydrazine hydrate / ethanol / Heating | ||
Multi-step reaction with 2 steps 1: 70 percent / Na2S / methanol / 0.5 h / 20 °C 2: 21 percent / hydrazine hydrate / ethanol / Heating | ||
Multi-step reaction with 2 steps 1: 70 percent / Na2S / methanol / 0.5 h / 20 °C 2: 71 percent / hydrazine hydrate / ethanol / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: 70 percent / Na2S / methanol / 0.5 h / 20 °C 2: 72 percent / aq. H2O2; glacial acetic acid / Heating 3: 68 percent / hydrazine hydrate / ethanol / Heating 4: 80 percent / hydrazine hydrate / ethanol / Heating | ||
Multi-step reaction with 3 steps 1: 70 percent / Na2S / methanol / 0.5 h / 20 °C 2: 72 percent / aq. H2O2; glacial acetic acid / Heating 3: 24 percent / hydrazine hydrate / ethanol / Heating | ||
Multi-step reaction with 3 steps 1: 70 percent / Na2S / methanol / 0.5 h / 20 °C 2: 72 percent / aq. H2O2; glacial acetic acid / Heating 3: 75 percent / hydrazine hydrate / ethanol / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 85 percent / triethylamine / propan-2-ol / Heating 2: 59 percent / Na2CO3 / ethanol; H2O / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | 1-(4-Chlorophenyl)-3-(4-methyl-piperazin-1-yl)-propan-1-one 1-(4-Chlorophenyl)-3-(4-methyl-piperazin-1-yl)-propan-1-one [[0131]] 3, 4'-Dichloropropiophenone (6.0 g, 30 mmol) and 4-methyl-piperazine (5.2 g, 51.9 mmol) yielded 8.5 g (98 % yield) of the title compound as white crystals. Mp 69.2-69. [7 °C. LH] NMR (400 MHz) [5] 2.27 (s, 3H), 2.31-2. 61 [(M,] 8H), 2.82 (t, 2H, [J=] 7.1 Hz), 3.12 (t, 2H, J= 7.1 Hz), 7.41 (d, 2H, J= 8.0 Hz), 7.88 (d, 2H, J= 8.0 Hz). [13C] NMR (100 MHz) [8] 36.2, 45.9 (2 C : s), 52.9, 53.2 (2 [C : S),] 55.0, 128.8 (2 C : s), 129.4 (2 C : s), 135.1, 139.5, 197.8. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | [1- (4-CHLOROPHENYL)-3-DIETHYLAMINO-PROPAN-1-ONE] [1- (4-CHLOROPHENYL)-3-DIETHYLAMINO-PROPAN-1-ONE] [0132] 3, [4'DICHLOROPROPIOPHENONE] (3.0 g, 15 mmol) and diethylamine (2.2 g, [30] mmol) yielded 3.1 g (75 % yield) of the title compound as white [CRYSTALS. 1H] NMR (500 MHz) [8 1.] 41 (t, 6H, [J=] 7.5 Hz), 3.01-3. 13 (m, 2H), 3.18-3. 21 [(M,] 2H), 3.41-3. 45 [(M,] 2H), 3.76-3. 79 [(M,] 2H), 7.43 (d, 2H, J= 8.5 Hz), 7.93 (d, 2H, J= 8.5 Hz), 12.30 (s, 1H). [13C] NMR (125 MHz) 8 8.3, 33.5, 46.7, 47.1, 129.1 (2 [C : S),] 129.7 (2 C : s), 133.8, 140.6, 194.9. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In toluene at 75℃; for 10h; Heating / reflux; | 94.A The product from Example 93B (1.1 g, 3 mmol), K2CO3 (420 mg, 3 mmol), 3,4'-dichloropropiophenone (600 mg, 3 mmol) and n-Bu4N+HSO4- (25 mg) were combined in toluene (40 mL) and refluxed for 10 hours at 75° C. The mixture was allowd to cool to room temperature and diluted with ethyl acetate (30 mL). The organics were separated, washed with water, brine, dried over anhydrous MgSO4, filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography to provide the title compound. MS (DCI/NH3) m/z 360 (M+H)+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In toluene at 75℃; for 10h; Heating / reflux; | 92.B 3-{4-[5-(benzyloxy)pyridin-2-yl]piperazin-1-yl}-1-(4-chlorophenyl)propan-1-one EXAMPLE 92B 3-{4-[5-(benzyloxy)pyridin-2-yl]piperazin-1-yl}-1-(4-chlorophenyl)propan-1-one The product from Example 92A (1.8 g, ~2.3 mmol), K2CO3 (300 mg, 2.3 mmol), 3,4'-dichloropropiophenone (460 mg, 2.3 mmol) and n-Bu4N+HSO4-(20 mg) were combined in toluene (20 mL) and refluxed for 10 hours at 75° C. The mixture was allowed to cool to room temperature, diluted with ethyl acetate (30 mL), and the organics separated. The organics were washed with water, brine, dried over anhydrous MgSO4, filtered, and the filtrate was concentrated under reduced pressure to provide the title compound. 1H NMR (300 MHz, DMSO-d6) δ 2.70 (t, J=7 Hz, 2H), 3.22 (t, J=7 Hz, 2H), 3.30 (m, 8H), 5.05 (s, 2H), 6.90 (d, J=9 Hz, 1H), 7.38 (m, 6H), 7.60 (m, 2H), 7.92 (d, J=3 Hz, 1H), 8.02 (m, 2H); MS (DCI/NH3) m/z 436 (M+H)+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 16h; | 99.F 2-{1-[3-(4-chlorophenyl)-3-oxopropyl]piperidin-4-yl}pyridinium N-oxide EXAMPLE 99F 2-{1-[3-(4-chlorophenyl)-3-oxopropyl]piperidin-4-yl}pyridinium N-oxide 3,4'-Dichloropropiophenone (1.00 g, 4.92 mmol), the product from Example 99E (2.10 g, 9.84 mmol), and potassium carbonate (2.03 g, 14.76 mmol) were combined in DMF (15 mL) and heated at 80° C. for 16 hours. The mixture was concentrated under reduced pressure and the residue purified by chromatography (CH2Cl2:MeOH 4:1) to provide the title compound. 1H NMR (300 MHz, DMSO-d6) δ 1.50 (dq, J=4 Hz, 12 Hz, 2H), 1.88 (d, J=12 Hz, 2H), 2.09 (t, J=11 Hz, 2H), 2.72 (t, J=7.1 Hz, 2H), 3.00 (d, J=11.5 Hz, 2H), 3.21 (t, J=7.1 Hz, 3H), 7.28 (m, 2H), 7.38 (dd, J=2 Hz, 7.1 Hz, 11H), 7.60 (d, J=9 Hz, 2H), 8.00 (d, J=9 Hz, 2H), 8.25 (m, 1H); MS (DCI/NH3) m/z 345 (M+H)+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
0.52 g (99%) | With sodium tetrahydroborate In methanol | 1 3-(4-chlorophenyl)-3-chloro-1-hydroxypropane: Step 1 3-(4-chlorophenyl)-3-chloro-1-hydroxypropane: d To 3,4'-Dichloropropylphenone (0.52 g, 2.53 mmol) in anhydrous MeOH (10 mL) at 0° C. under the protection of argon, NaBH4 (0.23 g, 3.03 mmol) was added to the solution by several portions. The reaction was stirred under the same condition for 15 minutes. The mixture was warmed up to room temperature, stirred an additional 30 minutes, then concentration in vacuo. The residue was partitioned between EtOAc and H2O. The aqueous layer was re-extracted with EtOAc (30 mL*2), dried over MgSO4 and concentrated in vacuo. Chromatographic purification on silica gel (Hexane/EtOAc =(1/1) provided 0.52 g (99%) of 3-(4-chlorophenyl)-3-chloro-1-hydroxypropane. MS m/z: (M+205). |
0.52 g (99%) | With sodium tetrahydroborate In methanol | 1 3-(4-chlorophenyl)-3-chloro-1-hydroxypropane: Step 1 3-(4-chlorophenyl)-3-chloro-1-hydroxypropane: d To 3,4'-Dichloropropylphenone (0.52 g, 2.53 mmol) in anhydrous MeOH (10 mL) at 0° C. under the protection of argon, NaBH4 (0.23 g, 3.03 mmol) was added to the solution by several portions. The reaction was stirred under the same condition for 15 minutes. The mixture was warmed up to room temperature, stirred an additional 30 minutes, then concentration in vacuo. The residue was partitioned between EtOAc and H2O. The aqueous layer was re-extracted with EtOAc (30 mL*2), dried over MgSO4 and concentrated in vacuo. Chromatographic purification on silica gel (Hexane/EtOAc=(1/1) provided 0.52 g (99%) of 3-(4-chlorophenyl)-3-chloro-1-hydroxypropane. MS m/z: (M+205). |
0.52 g (99%) | With sodium tetrahydroborate In methanol | 1 Step 1 Step 1 3-(4-Chlorophenyl)-3-chloro-1-hydroxypropane: FIG. 9d To 3,4'-Dichloropropylphenone (0.52 g, 2.53 mmol) in anhydrous MeOH (10 mL) at 0° C. under the protection of argon, NaBH4 (0.23 g, 3.03 mmol) was added to the solution by several portions. The reaction was stirred under the same condition for 15 minutes. The mixture was warmed up to room temperature, stirred an additional 30 minutes, then concentration in vacuo. The residue was partitioned between EtOAc and H2O. The aqueous layer was re-extracted with EtOAc (30 mL*2), dried over MgSO4 and concentrated in vacuo. Chromatographic purification on silica gel (Hexane/EtOAc=(1/1) provided 0.52 g (99%) of 3-(4-chlorophenyl)-3-chloro-1-hydroxypropane. MS m/z: (M+205). |
0.52 g (99%) | With sodium tetrahydroborate In methanol | 335.1 3-(4-chlorophenyl)-3-chloro-1-hydroxypropane: Step 1 3-(4-chlorophenyl)-3-chloro-1-hydroxypropane: FIG. 9d To 3,4'-Dichloropropylphenone (0.52 g, 2.53 mmol) in anhydrous MeOH (10 mL) at 0° C. under the protection of argon, NaBH4 (0.23 g, 3.03 mmol) was added to the solution by several portions. The reaction was stirred under the same condition for 15 minutes. The mixture was warmed up to room temperature, stirred an additional 30 minutes, then concentration in vacuo. The residue was partitioned between EtOAc and H2O. The aqueous layer was re-extracted with EtOAc (30 mL*2), dried over MgSO4 and concentrated in vacuo. Chromatographic purification on silica gel (Hexane/EtOAc=(1/1) provided 0.52 g (99%) of 3-(4-chlorophenyl)-3-chloro-1-hydroxypropane. MS m/z: (M+205). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
83.6% | 63 Preparation of 1-(4-chlorophenyl)-3-(5,5-dimethyl-4-ethoxycarbonyl-3-thiazolidinyl)propan-1-one EXAMPLE 63 Preparation of 1-(4-chlorophenyl)-3-(5,5-dimethyl-4-ethoxycarbonyl-3-thiazolidinyl)propan-1-one The hydrochloride of the title compound, m.p.: 137° C. (after recrystallization from ethanol) is obtained in 83.6% yield by using (R,S)-5,5-dimethyl-4-ethoxycarbonylthiazolidine and 4,β-dichloropropiophenone as starting substances and following the process described in Example 61. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
64.9% | With sodium acetate | 69 Preparation of 1-(4-chlorophenyl)-3-(5,5-dimethyl-4-methoxycarbonyl-3-thiazolidinyl)propan-1-one EXAMPLE 69 Preparation of 1-(4-chlorophenyl)-3-(5,5-dimethyl-4-methoxycarbonyl-3-thiazolidinyl)propan-1-one 10.34 g (0.0509 mol) of 4, β-dichloropropiophenone are added in little portions to the suspension of 8.50 g (0.0485 mol) of 5,5-dimethyl-4-methoxycarbonylthiazolidine and 4.18 g (0.0509 mol) of anhydrous sodium acetate in 30 ml of abs. ethanol at room temperature over 30 minutes under stirring. After stirring for an additional 8 hours, sodium chloride is filtered off and, after evaporating the filtrate, the yellow oily residue is converted to the hydrochloride by adding ethereal hydrogen chloride solution. This salt is recrystallized from ethanol to give a yield of 64.9%, m.p.: 140° C. The compound of formula (I), wherein R1 means a carbonyl group, R2 and R6 stand for hydrogen, R3 means a methoxycarbonyl group, R4 and R5 are methyl groups, m and n are 1, which were prepared as described in Example 69, are summarized in Table VI. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
6.40 g (35.1%) | With sodium acetate In acetone | 65 Preparation of 1-(4-chlorophenyl)-3-(4-ethoxycarbonyl-3-thiazolidinyl)propan-1-one EXAMPLE 65 Preparation of 1-(4-chlorophenyl)-3-(4-ethoxycarbonyl-3-thiazolidinyl)propan-1-one 10.66 g (0.025 mol) of 4,β-dichloropropiophenone are added in little portions to a suspension containing 8.06 g (0.05 mol) of 4-ethoxycarbonylthiazolidine and 4.31 g (0.0525 mol) of anhydrous sodium acetate in 30 ml of abs. ethanol at 20° to 25° C. under stirring. After stirring for 5 hours, the sodium chloride precipitate is filtered off and the filtrate is evaporated. The thick yellowish oily residue is dissolved in 90 ml of a 2:1 (vol./vol.) mixture of acetone and ether and shaken with anhydrous potassium carbonate. After filtration, the solution is acidified by ethereal hydrogen chloride solution and the oily precipitate is crystallized by adding acetone. The product obtained is recrystallized from acetone under clarifying to give 6.40 g (35.1%) of hydrochloride of the title product, m.p.: 95°-96° C. |
6.40 g (35.1%) | With sodium acetate In acetone | 65 1-(4-chlorophenyl)-3-(4-ethoxycarbonyl-3-thiazolidinyl)propan-1-one Example 65 1-(4-chlorophenyl)-3-(4-ethoxycarbonyl-3-thiazolidinyl)propan-1-one 10.66 g (0.025 mol) of 4,β-dichloropropiophenone are added in small amounts to a suspension containing 8.06 g (0.05 mol) of 4-ethoxycarbonylthiazolidine and 4.31 g (0.0525 mol) of anhydrous sodium acetate in 30 ml of abs. ethanol at 20 to 25°C under stirring. After stirring for 5 hours, the sodium chloride precipitate is filtered off and the filtrate is evaporated. The thick yellowish oily residue is dissolved in 90 ml of a 2:1 (vol./vol.) mixture of acetone and ether and shaken with anhydrous potassium carbonate. After filtration, the solution is acidified by ethereal hydrogen chloride solution and the oily precipitate is crystallized by adding acetone. The product obtained is recrystallized from acetone under clarifying to give 6.40 g (35.1%) of the hydrochloride salt of the title product, m.p.: 95-96°C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In water; acetonitrile | 3.a EXAMPLE 3 (a) A mixture of 2-(2-chloroethyl)-2-(4-chlorophenyl)-1,3-dioxolane (from 2.03 g of β,p-dichloropropiophenone as in Preparation 3) and imidazole (3.5 g) in acetonitrile (5 ml) were heated at 100° for 24 hours and the solvent removed. After addition of water (30 ml) and ether (30 ml) and shaking, a white solid separated and was collected by filtration. Washing with water, ether and drying in air gave 1-[2-(2-(4-chlorophenyl)-1,3-dioxolan-2-yl]ethyl]imidazole. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With methylamine In ethanol; acetonitrile | 5 3-(4-Chlorophenyl)-N-(2-fluorophenyl)methyl-3-hydroxy-N-methylpropylamine EXAMPLE 5 3-(4-Chlorophenyl)-N-(2-fluorophenyl)methyl-3-hydroxy-N-methylpropylamine A mixture of 3-(4-chlorophenyl)-3-hydroxy-N-methylpropylamine (prepared by borane-THF reduction of β-p-dichloropropiophenone followed by reaction of the resulting chloro-alcohol with methylamine in ethanol) (10 g, 50 mmM), 2,2,6,6-tetramethylpiperidine (8.4 ml, 50 mM), o-fluorobenzyl chloride (7.25 g, 50 mM) and acetonitrile (100 ml) was stirred for 24 hours at ambient temperature. The mixture was filtered, the filtrate evaporated and the residue partitioned between 2 N hydrochloric acid and ether. The aqueous layer was basified and extracted with dichloromethane. The organic phase was dried, evaporated and the residue recrystallized from 60°-80° petrol to give the title compound (8.8 g) m.p. 52°-4° C. Found: C, 66.0; H, 6.2; N, 4.4%; C17 H19 ClFNO requires: C, 66.3; H, 6.2; N, 4.6%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride In water; isopropyl alcohol | 2 1-(p-Allylsulphonylphenyl)-3-(p-chlorophenyl)-pyrazoline EXAMPLE 2 1-(p-Allylsulphonylphenyl)-3-(p-chlorophenyl)-pyrazoline 126 g of the product obtained according to Example 1 are dissolved in a mixture of methylglycol and water (80:40) at 90° to 100° C. After adding 1 ml of concentrated hydrochloric acid, a chlorobenzene solution of p,β-dichloropropiophenone (100 g in a total solution of 200 ml) is added dropwise and the mixture is stirred for 6 hours at 100° C. 100 ml of isopropanol are then added and the crystalline product is filtered off. 135 g of 1-(p-allylsulphonylphenyl)-3-(p-chlorophenyl)-pyrazoline of melting point 210° C. are obtained. 1-(p-Allylsulphonylphenyl)-3-(3,4-dichlorophenyl)-pyrazoline of melting point 198° C. is obtained in an analogous manner. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Stage #1: carbon disulfide; sodium thioethylate In tetrahydrofuran at 20℃; for 0.5h; Stage #2: 3,4'-Dichloropropiophenone With sodium iodide In N,N-dimethyl-formamide at 50℃; for 48h; Further stages.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
94% | With triethylamine In tetrahydrofuran at 20℃; for 18h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | Stage #1: dimethyl propargylmalonate With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Inert atmosphere; Stage #2: 3,4'-Dichloropropiophenone With tetra-(n-butyl)ammonium iodide In tetrahydrofuran; mineral oil at 20℃; for 5h; Inert atmosphere; Reflux; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With potassium phosphate; Wilkinson's catalyst; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane at 80℃; for 20h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
92% | With potassium phosphate; Wilkinson's catalyst; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane at 80℃; for 20h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
86% | With potassium phosphate; Wilkinson's catalyst; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane at 80℃; for 20h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | With potassium phosphate; Wilkinson's catalyst; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane at 80℃; for 20h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
78% | Stage #1: vinyl magnesium bromide With cerium(III) chloride heptahydrate In tetrahydrofuran at -78℃; for 0.75h; Inert atmosphere; Stage #2: 3,4'-Dichloropropiophenone In tetrahydrofuran at -78℃; for 3h; Inert atmosphere; | |
With cerium(III) chloride In tetrahydrofuran at -78℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
93% | Stage #1: 3,4'-Dichloropropiophenone With (S)-2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine; phenylsilane; copper(II) acetate monohydrate In toluene at -20 - 20℃; for 48h; Stage #2: With hydrogenchloride In water; toluene enantioselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
87% | Stage #1: bis(pinacol)diborane With potassium phosphate; copper(l) iodide In tert-Amyl alcohol at 20℃; for 0.5h; Inert atmosphere; Stage #2: 3,4'-Dichloropropiophenone In tert-Amyl alcohol at 60℃; for 20h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
86% | With palladium diacetate; potassium carbonate; triphenylphosphine In N,N-dimethyl-formamide at 20 - 90℃; for 16h; Inert atmosphere; | General procedure for the synthesis of chalcones - synthesis of chalcone 3a General procedure: A mixture of Pd(OAc)2 (4.5 mg, 0.02 mmol), PPh3 (11.2 mg, 0.04 mmol), iodobenzene (1a) (82 mg, 0.4mmol), 3-chloropropiophenone (2a) (87 mg, 0.5 mmol), and K2CO3 (166 mg, 1.2 mmol) in DMF (2.5 mL) was stirred under a N2 atmosphere at room temperature for 10 min, and then heated at 90 °C for 16 h. The reaction was then cooled to ambient temperature and diluted with CH2Cl2 (10 mL) before being filtered through a short pad of silica gel. The silica pad was rinsed with DCM (5 mL), and the combined filtrates were washed with brine (15 mL), dried over anhydrous Na2SO4. The solvent was then removed under reduced pressure to give the crude product as a residue, which was purified by silica gel column chromatography eluting with a mixture of petroleum ether (60-90 °C)/EtOAc (v/v = 30:1). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
59.5% | With sodium acetate In acetic acid for 24h; Reflux; | 10 Embodiment 10 4 - (4 - chlorophenyl) -6 - (4 - methoxyphenyl) -7 - acetyl -8 - phenyl - 2H, 6H - pyrimido [2,1 - b] [1, 3] thiazine (L4) preparation The 4 - (4 - methoxyphenyl) -5 - acetyl -6 - phenyl - 3, 4 - dihydro pyrimidine -2 (1H) - thione 3.38g (10mmol), 3 - chloro -1 - (4 - chlorophenyl) -1 - acetone 2.02g (10mmol), sodium acetate/glacial acetic acid (2g/20 ml), heating reflux reaction 24 hours, TLC monitoring reaction. After cooling, filtering, anhydrous ethanol to recrystallize, shall 2.89g white powder, yield 59.5%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
62.1% | With sodium acetate In acetic acid for 24h; Reflux; | 12 Embodiment 12 4 - (4 - chlorophenyl) -6 - (4 - chlorophenyl) -7 - acetyl -8 - phenyl - 2H, 6H - pyrimido [2,1 - b] [1, 3] thiazine (L6) preparation The 4 - (4 - chlorophenyl) -5 - acetyl -6 - phenyl - 3, 4 - dihydro pyrimidine -2 (1H) - thione 3.42g (10mmol), 3 - chloro -1 - (4 - chlorophenyl) -1 - acetone 2.02g (10mmol), sodium acetate/glacial acetic acid (2g/20 ml), heating reflux reaction 24 hours, TLC monitoring reaction. After cooling, filtering, anhydrous ethanol to recrystallize, shall 3.04g white powder, yield 62.1%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
58.5% | With sodium acetate In acetic acid for 24h; Reflux; | 11 Embodiment 11 4 - (4 - chlorophenyl) -6 - (4 - hydroxy phenyl) -7 - acetyl -8 - phenyl - 2H, 6H - pyrimido [2,1 - b] [1, 3] thiazine (L5) preparation The 4 - (4 - hydroxy phenyl) -5 - acetyl -6 - phenyl - 3, 4 - dihydro pyrimidine -2 (1H) - thione 3.24g (10mmol), 3 - chloro -1 - (4 - chlorophenyl) -1 - acetone 2.02g (10mmol), sodium acetate/glacial acetic acid (2g/20 ml), heating reflux reaction 24 hours, TLC monitoring reaction. After cooling, filtering, anhydrous ethanol to recrystallize, shall 2.76g white powder, yield 58.5%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
59.2% | With sodium acetate In acetic acid for 24h; Reflux; | 7 Embodiment 7 4 - (4 - chlorophenyl) -6 - {4 - [2 - (1 - piperidinyl) ethoxy] phenyl} - 7 - acetyl -8 - phenyl - 2H, 6H - pyrimido [2,1 -b] [1, 3] thiazine (L1) preparation The 4 - {4 - [2 - (1 - piperidinyl) ethoxy] phenyl} - 5 - acetyl -6 - phenyl - 3, 4 - dihydro pyrimidine -2 (1H) - thione 4.35g (10mmol), 3 - chloro -1 - (4 - chlorophenyl) -1 - acetone 2.02g (10mmol), sodium acetate/glacial acetic acid (2g/20 ml), heating reflux reaction 24 hours, TLC monitoring reaction. After cooling, filtering, anhydrous ethanol to recrystallize, shall 3.45g white powder, yield 59.2%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
62.4% | With sodium acetate In acetic acid for 24h; Reflux; | 8 Embodiment 8 4 - (4 - chlorophenyl) -6 - {4 - [2 - (4 - morpholinyl) ethoxy] phenyl} - 7 - acetyl -8 - phenyl - 2H, 6H - pyrimido [2,1 - b] [1, 3] thiazine (L2) preparation The 4 - {4 - [2 - (4 - morpholinyl) ethoxy] phenyl} - 5 - acetyl -6 - phenyl - 3, 4 - dihydro pyrimidine -2 (1H) - thione 4.37g (10mmol), 3 - chloro -1 - (4 - chlorophenyl) -1 - acetone 2.02g (10mmol), sodium acetate/glacial acetic acid (2g/20 ml), heating reflux reaction 24 hours, TLC monitoring reaction. After cooling, filtering, anhydrous ethanol to recrystallize, shall 3.65g white powder, yield 62.4%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
62.1% | With sodium acetate In acetic acid for 24h; Reflux; | 9 Embodiment 9 4 - (4 - chlorophenyl) -6 - [4 - (2 - diethylaminoethyl-ethoxy) phenyl] -7 - acetyl -8 - phenyl - 2H, 6H - pyrimido [2,1 - b] [1, 3] thiazine (L3) preparation The 4 - [4 - (2 - diethylaminoethyl-ethoxy) phenyl] -5 - acetyl -6 - phenyl - 3, 4 - dihydro pyrimidine -2 (1H) - thione 4.23g (10mmol), 3 - chloro -1 - (4 - chlorophenyl) -1 - acetone 2.02g (10mmol), sodium acetate/glacial acetic acid (2g/20 ml), heating reflux reaction 24 hours, TLC monitoring reaction. After cooling, filtering, anhydrous ethanol to recrystallize, shall 3.55g white powder, yield 62.1%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
33% | With sodium hydride In diethyl ether; dimethyl sulfoxide at 20℃; for 0.833333h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72% | With triethylamine In tetrahydrofuran at 30℃; for 3h; | |
With triethylamine In tetrahydrofuran for 5h; Reflux; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: triethylamine / tetrahydrofuran / 3 h / 30 °C 2: 1,8-diazabicyclo[5.4.0]undec-7-ene; copper(l) iodide / toluene / 2 h / 65 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium carbonate In N,N-dimethyl-formamide for 3h; | 2.10. Procedure B: 2-(1-(3-(4-fluorophenyl)-3-oxopropyl)piperidin-4-yl)-1H-benzo[d]imidazole-4-carboxamide (8i) General procedure: 111 mg 6 (0.45 mmol, 1.0 eq.), 102 mg 7i (0.55 mmol, 1.2 eq.), 126 mg K2CO3 (0.91 mmol, 2.0 eq.) were added into 10 mL DMF and stirred for 3 hours. The reactant was poured into about 100 mL ice water and stirred continuously. White solid was precipitated, separated by filtration and dried to get 180 mg 8i with yield of 100.4%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
20% | With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 50℃; for 3h; | 2-(1-(2-Oxo-2-(phenylamino)ethyl)pyrrolidin-3-yl)-1H-benzo[d]imidazole-4-carboxamide (5ca). General procedure: A solution of N3 (200 mg, 0.87 mmol), 2-chloro-N-phenylacetamide (221 mg, 1.30 mmol) in DMF (5 mL) was treatedwith K2CO3 (240 mg, 1.74 mmol) and KI (14.4 mg, 0.09 mmol) at 50 C for 3 h. The solution wasconcentrated, and the residue was purified by column chromatography (silica gel, DCM/MeOH = 30:1,Rf value 0.22) to give the title compound (111 mg, 35%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
84% | With 9,10-dihydro-10-methylacridine In 1,2-dichloro-ethane; acetonitrile at 60℃; for 12h; Schlenk technique; Glovebox; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: triethylamine / dichloromethane / 20 °C / Inert atmosphere 2.1: copper(II) bis(trifluoromethanesulfonate) / acetonitrile / 20 °C / Inert atmosphere 3.1: n-butyllithium / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere 3.2: 2 h / 0 - 20 °C / Inert atmosphere 4.1: toluene-4-sulfonic acid isopropylidenehydrazide; potassium carbonate; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate / acetonitrile / 20 °C / Irradiation; Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: triethylamine / dichloromethane / 20 °C / Inert atmosphere 2.1: copper(II) bis(trifluoromethanesulfonate) / acetonitrile / 20 °C / Inert atmosphere 3.1: n-butyllithium / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere 3.2: 2 h / 0 - 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 20 °C / Inert atmosphere 2: copper(II) bis(trifluoromethanesulfonate) / acetonitrile / 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With zinc(II) chloride In dichloromethane at 0 - 10℃; for 2h; | 2 First, to a 250 ml glass three-necked bottle, add 50 ml of methylene chloride, and 12.2 g (0.09 mol) of anhydrous zinc chloride. Under nitrogen protection, stir and reduce the temperature to 0-10 ° C; after that, stirring is continued, and a solution of 17.5g (0.1mol) of p-chlorobenzoyl chloride (3A) dissolved in 100ml of dichloromethane is added dropwise to the reaction bottle; And cooling, so that the temperature of the reaction solution is maintained between 0 ~ 10 ; after the dripping, continue to keep warm and stir until there is no reaction exotherm. Then, while continuing to stir and keeping the liquid temperature between 0 and 10 ° C, a total of 4.2 g (0.15 mol) of ethylene was fed into the reaction vessel; after the completion of the heating, the heat preservation and stirring were continued for 2 hours. The above reaction solution was slowly added to 9 g (0.5 mol) of tap water, and while stirring, the solution temperature was controlled between 0 and 30 ° C. After the addition is complete, continue stirring for 10 minutes, let stand, and separate. The organic layer was washed and separated several times until the pH value of the aqueous layer reached between 5-7. The organic layer was concentrated to remove the solvent to obtain the crude product of 4- (3-chloro) propionylchlorobenzene (3B). 22.3g; dissolve it in 100ml of methanol and set aside. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
16.9 g | With [Rh(OH)(cod)]2; methylphenylsilane; sodium hydrogencarbonate In methanol at 20 - 30℃; for 2h; Inert atmosphere; | 2 o another 250ml glass three-necked bottle, add 12.6g (0.15mol) sodium bicarbonate, 7.3g (0.06mol) phenylmethyldihydrosilane, 0.112g (1,5-cyclooctadiene) Iridium (I) hydroxide dimer, and 50ml of methanol. Under nitrogen protection, stir and control the temperature to 20-30 ° C, slowly add the solution of the above 22.3g of crude 3B in 50ml of methanol; control the drop acceleration to keep the reaction temperature between 20-30 ° C and generate gas The phenomenon is not too dramatic. After the dripping, the liquid temperature was kept at 20-30 ° C and stirred for 2 hours. Then the reaction solution was cooled to near room temperature and filtered; while the filtrate was stirred at room temperature, 90g of water was added, and then the pH of the aqueous layer was adjusted to 3-6 with 5% sulfuric acid; stirring was continued for 20 minutes after the addition was completed. Liquid separation: The aqueous layer was extracted twice with toluene, using 20 ml of toluene each time; after the extract was combined with the organic layer, the solvent was concentrated under reduced pressure to removeThe remainder is the crude product of the target product 4- (1-hydroxy-2-allyl-1-yl) chlorobenzene (3C); after crystallizing once with ethanol and drying it, about 15.5g (theoretical yield 16.9g), gas phase The chromatographic purity is about 99.3%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
45% | Stage #1: dimethyl (prop-2-yn-1-yl)malonate With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Stage #2: 3,4'-Dichloropropiophenone With tetra-(n-butyl)ammonium iodide In tetrahydrofuran; mineral oil Reflux; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: triethylamine / dichloromethane / 0.08 h / Inert atmosphere 1.2: 18 h / 20 °C 2.1: sodium trimethoxyborohydride / acetonitrile / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: triethylamine / dichloromethane / 0.08 h / Inert atmosphere 1.2: 18 h / 20 °C 2.1: sodium trimethoxyborohydride / acetonitrile / 20 °C 3.1: silver(l) oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 50 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: triethylamine / dichloromethane / 0.08 h / Inert atmosphere 1.2: 18 h / 20 °C 2.1: silver(l) oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 50 °C |
Tags: 3946-29-0 synthesis path| 3946-29-0 SDS| 3946-29-0 COA| 3946-29-0 purity| 3946-29-0 application| 3946-29-0 NMR| 3946-29-0 COA| 3946-29-0 structure
[ 35857-66-0 ]
3-Chloro-1-(3,4-dichlorophenyl)propan-1-one
Similarity: 0.97
[ 710339-81-4 ]
6-Chloro-1-(3-chlorophenyl)-1-oxohexane
Similarity: 0.92
[ 90793-58-1 ]
4-Chloro-1-(3-chlorophenyl)-1-oxobutane
Similarity: 0.92
[ 76852-66-9 ]
7-Chloro-1-(4-chlorophenyl)-1-oxoheptane
Similarity: 0.92
[ 487058-78-6 ]
5-Chloro-1-(3-chlorophenyl)-1-oxopentane
Similarity: 0.92
[ 35857-66-0 ]
3-Chloro-1-(3,4-dichlorophenyl)propan-1-one
Similarity: 0.97
[ 710339-81-4 ]
6-Chloro-1-(3-chlorophenyl)-1-oxohexane
Similarity: 0.92
[ 90793-58-1 ]
4-Chloro-1-(3-chlorophenyl)-1-oxobutane
Similarity: 0.92
[ 76852-66-9 ]
7-Chloro-1-(4-chlorophenyl)-1-oxoheptane
Similarity: 0.92
[ 487058-78-6 ]
5-Chloro-1-(3-chlorophenyl)-1-oxopentane
Similarity: 0.92
[ 35857-66-0 ]
3-Chloro-1-(3,4-dichlorophenyl)propan-1-one
Similarity: 0.97
[ 710339-81-4 ]
6-Chloro-1-(3-chlorophenyl)-1-oxohexane
Similarity: 0.92
[ 90793-58-1 ]
4-Chloro-1-(3-chlorophenyl)-1-oxobutane
Similarity: 0.92
[ 76852-66-9 ]
7-Chloro-1-(4-chlorophenyl)-1-oxoheptane
Similarity: 0.92
[ 487058-78-6 ]
5-Chloro-1-(3-chlorophenyl)-1-oxopentane
Similarity: 0.92
Precautionary Statements-General | |
Code | Phrase |
P101 | If medical advice is needed,have product container or label at hand. |
P102 | Keep out of reach of children. |
P103 | Read label before use |
Prevention | |
Code | Phrase |
P201 | Obtain special instructions before use. |
P202 | Do not handle until all safety precautions have been read and understood. |
P210 | Keep away from heat/sparks/open flames/hot surfaces. - No smoking. |
P211 | Do not spray on an open flame or other ignition source. |
P220 | Keep/Store away from clothing/combustible materials. |
P221 | Take any precaution to avoid mixing with combustibles |
P222 | Do not allow contact with air. |
P223 | Keep away from any possible contact with water, because of violent reaction and possible flash fire. |
P230 | Keep wetted |
P231 | Handle under inert gas. |
P232 | Protect from moisture. |
P233 | Keep container tightly closed. |
P234 | Keep only in original container. |
P235 | Keep cool |
P240 | Ground/bond container and receiving equipment. |
P241 | Use explosion-proof electrical/ventilating/lighting/equipment. |
P242 | Use only non-sparking tools. |
P243 | Take precautionary measures against static discharge. |
P244 | Keep reduction valves free from grease and oil. |
P250 | Do not subject to grinding/shock/friction. |
P251 | Pressurized container: Do not pierce or burn, even after use. |
P260 | Do not breathe dust/fume/gas/mist/vapours/spray. |
P261 | Avoid breathing dust/fume/gas/mist/vapours/spray. |
P262 | Do not get in eyes, on skin, or on clothing. |
P263 | Avoid contact during pregnancy/while nursing. |
P264 | Wash hands thoroughly after handling. |
P265 | Wash skin thouroughly after handling. |
P270 | Do not eat, drink or smoke when using this product. |
P271 | Use only outdoors or in a well-ventilated area. |
P272 | Contaminated work clothing should not be allowed out of the workplace. |
P273 | Avoid release to the environment. |
P280 | Wear protective gloves/protective clothing/eye protection/face protection. |
P281 | Use personal protective equipment as required. |
P282 | Wear cold insulating gloves/face shield/eye protection. |
P283 | Wear fire/flame resistant/retardant clothing. |
P284 | Wear respiratory protection. |
P285 | In case of inadequate ventilation wear respiratory protection. |
P231 + P232 | Handle under inert gas. Protect from moisture. |
P235 + P410 | Keep cool. Protect from sunlight. |
Response | |
Code | Phrase |
P301 | IF SWALLOWED: |
P304 | IF INHALED: |
P305 | IF IN EYES: |
P306 | IF ON CLOTHING: |
P307 | IF exposed: |
P308 | IF exposed or concerned: |
P309 | IF exposed or if you feel unwell: |
P310 | Immediately call a POISON CENTER or doctor/physician. |
P311 | Call a POISON CENTER or doctor/physician. |
P312 | Call a POISON CENTER or doctor/physician if you feel unwell. |
P313 | Get medical advice/attention. |
P314 | Get medical advice/attention if you feel unwell. |
P315 | Get immediate medical advice/attention. |
P320 | |
P302 + P352 | IF ON SKIN: wash with plenty of soap and water. |
P321 | |
P322 | |
P330 | Rinse mouth. |
P331 | Do NOT induce vomiting. |
P332 | IF SKIN irritation occurs: |
P333 | If skin irritation or rash occurs: |
P334 | Immerse in cool water/wrap n wet bandages. |
P335 | Brush off loose particles from skin. |
P336 | Thaw frosted parts with lukewarm water. Do not rub affected area. |
P337 | If eye irritation persists: |
P338 | Remove contact lenses, if present and easy to do. Continue rinsing. |
P340 | Remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P341 | If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P342 | If experiencing respiratory symptoms: |
P350 | Gently wash with plenty of soap and water. |
P351 | Rinse cautiously with water for several minutes. |
P352 | Wash with plenty of soap and water. |
P353 | Rinse skin with water/shower. |
P360 | Rinse immediately contaminated clothing and skin with plenty of water before removing clothes. |
P361 | Remove/Take off immediately all contaminated clothing. |
P362 | Take off contaminated clothing and wash before reuse. |
P363 | Wash contaminated clothing before reuse. |
P370 | In case of fire: |
P371 | In case of major fire and large quantities: |
P372 | Explosion risk in case of fire. |
P373 | DO NOT fight fire when fire reaches explosives. |
P374 | Fight fire with normal precautions from a reasonable distance. |
P376 | Stop leak if safe to do so. Oxidising gases (section 2.4) 1 |
P377 | Leaking gas fire: Do not extinguish, unless leak can be stopped safely. |
P378 | |
P380 | Evacuate area. |
P381 | Eliminate all ignition sources if safe to do so. |
P390 | Absorb spillage to prevent material damage. |
P391 | Collect spillage. Hazardous to the aquatic environment |
P301 + P310 | IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
P370 + P376 | In case of fire: Stop leak if safe to Do so. |
P370 + P378 | In case of fire: |
P370 + P380 | In case of fire: Evacuate area. |
P370 + P380 + P375 | In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion. |
P371 + P380 + P375 | In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion. |
Storage | |
Code | Phrase |
P401 | |
P402 | Store in a dry place. |
P403 | Store in a well-ventilated place. |
P404 | Store in a closed container. |
P405 | Store locked up. |
P406 | Store in corrosive resistant/ container with a resistant inner liner. |
P407 | Maintain air gap between stacks/pallets. |
P410 | Protect from sunlight. |
P411 | |
P412 | Do not expose to temperatures exceeding 50 oC/ 122 oF. |
P413 | |
P420 | Store away from other materials. |
P422 | |
P402 + P404 | Store in a dry place. Store in a closed container. |
P403 + P233 | Store in a well-ventilated place. Keep container tightly closed. |
P403 + P235 | Store in a well-ventilated place. Keep cool. |
P410 + P403 | Protect from sunlight. Store in a well-ventilated place. |
P410 + P412 | Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF. |
P411 + P235 | Keep cool. |
Disposal | |
Code | Phrase |
P501 | Dispose of contents/container to ... |
P502 | Refer to manufacturer/supplier for information on recovery/recycling |
Physical hazards | |
Code | Phrase |
H200 | Unstable explosive |
H201 | Explosive; mass explosion hazard |
H202 | Explosive; severe projection hazard |
H203 | Explosive; fire, blast or projection hazard |
H204 | Fire or projection hazard |
H205 | May mass explode in fire |
H220 | Extremely flammable gas |
H221 | Flammable gas |
H222 | Extremely flammable aerosol |
H223 | Flammable aerosol |
H224 | Extremely flammable liquid and vapour |
H225 | Highly flammable liquid and vapour |
H226 | Flammable liquid and vapour |
H227 | Combustible liquid |
H228 | Flammable solid |
H229 | Pressurized container: may burst if heated |
H230 | May react explosively even in the absence of air |
H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
H270 | May cause or intensify fire; oxidizer |
H271 | May cause fire or explosion; strong oxidizer |
H272 | May intensify fire; oxidizer |
H280 | Contains gas under pressure; may explode if heated |
H281 | Contains refrigerated gas; may cause cryogenic burns or injury |
H290 | May be corrosive to metals |
Health hazards | |
Code | Phrase |
H300 | Fatal if swallowed |
H301 | Toxic if swallowed |
H302 | Harmful if swallowed |
H303 | May be harmful if swallowed |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
Code | Phrase |
H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
Sorry,this product has been discontinued.
Home
* Country/Region
* Quantity Required :
* Cat. No.:
* CAS No :
* Product Name :
* Additional Information :