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. : | 18944-77-9 | MDL No. : | MFCD00004370 |
Formula : | C9H7FO2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | IOUDZAFBPDDAMK-AATRIKPKSA-N |
M.W : | 166.15 | Pubchem ID : | 735833 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | N/A |
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 |
---|---|---|
36% | With pyridine; thionyl chloride; at 20 - 140℃; for 2h; | 3-Chloro-4-fluorobenzo[]thiophene-2-carbonyl chloride (6)A stirred suspension of <strong>[18944-77-9]2-fluorocinnamic acid</strong> (5.0 g, 30 mmol) in thionyl chloride (7.70 mL, 0.105 mol) is treated carefully with pyridine (0.82 niL, 7.5 mmol) at RT then heated 2 h at 140C (external temperature). The refluxing reaction mixture is then treated with heptane (5 mL), heated a further 5 minutes and the resultant supernatant decanted off and cooled to 0C. The forthcoming precipitate is isolated by filtration, washed with heptane (2 x 2.5 mL) and dried to afford the title compound. Yield: 2.69 g (36%). |
36% | With pyridine; thionyl chloride; at 20 - 140℃; for 2h; | 3-Chloro-4-fluorobenzo[6]thiophene-2-carbonyl chloride (6); A stirred suspension of <strong>[18944-77-9]2-fluorocinnamic acid</strong> (5.0 g, 30 mmol) in thionyl chloride (7.70 mL, 0.105 mol) is treated carefully with pyridine (0.82 mL, 7.5 mmol) at RT then heated 2 h at 140C (external temperature). The refluxing reaction mixture is then treated with heptane (5 mL), heated a further 5 minutes and the resultant supernatant decanted off and cooled to 0C. The forthcoming precipitate is isolated by filtration, washed with heptane (2 x 2.5 mL) and dried to afford the title compound. Yield: 2.69 g (36%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | With thionyl chloride; In N,N-dimethyl-formamide; for 4h;Reflux; | General procedure: To a solution of 1.2 equiv of substituted cinnamic acid 1a-l (5 mmol) in 5 equiv of thionyl chloride(3.6 mL), a catalytic amount of DMF was added. The reaction mixture was refluxed for 4 h, andthen, solvent was evaporated under vacuum to get the product 2a-l in the form of a solid residue inquantitative yield. The solid residue was directly added partially to an ice-cold stirred solution of1.0 equiv of tert-butyl (2-aminoethyl)carbamate or tert-butyl (3-aminopropyl)carbamate and 2.0 equivtriethylamine in DCM (20 mL). After the addition, the mixture was warmed to room temperature andstirred for 2 h. Then, DCM (20 mL) was added and washed with 0.2 M HCl (40 mL), H2O (40 mL),5% saturated. NaHCO3 (40 mL) and brine (40 mL), then dried over anhydrous magnesium sulfate.The solvent was removed in vacuo to give the corresponding cinnamamide derivatives 3a-l (65%-75%,from 1a-l) and 4a-g (59%-70%, from 1a-g) as a white solid. 3a-l, 4a-g (4 mmol) in DCM/TFA(9:1, 40 mL) were stirred at room temperature for 1 h. Solvents were removed in vacuo to yield 5a-l(100%) and 6a-g (100%) as a colorless oil. |
With oxalyl dichloride;N,N-dimethyl-formamide; In dichloromethane; at 20℃; | 2£)-3-(2-fiuorophenyl)acrylic acid (22.8 g, 134 mmol) was slurried in DCM (150 mL) and oxalyl chloride (15.5 ml, 175 mmol), and 3 drops of DMF were added. The reaction was aged at rt overnight, concentrated, and diluted with toluene (100 mL). This last step was repeated twice more to give the intermediate acid chloride. The acid chloride was dissolved in THF (150 mL) and cooled to -78 C. In a separate flask was placed (4i?)-4-benzyl-l ,3-oxazolidin-2-one (23.8 g,134 mmol) in THF (200 mL), which was cooled to -78 C. Then «-BuLi (53.8 ml, 134 mmol) was added over 15 min, and the reaction was aged 30 min. The chiral auxiliary lithiate was added over 15 min to the cooled acid chloride in THF. The reaction was aged 30 min, and then poured into an ice-cold saturated aqueous NH4C1 solution (1 L). EtOAc (200 mL) was added and the mixture was stirred for 30 min. The organic phase was separated, washed with brine (500 mL), dried (Mg2S04), filtered and concentrated. To the resulting solid was added heptane (500 mL) and EtOAc (10 mL), and the mixture stirred overnight. The solution was then filtered and the resulting solid was washed with 5% EtOAc in hexane (100 mL x 3) to give the title compound. HPLC/MS: 326.1 (M+l); Rt = 3.34 min. | |
With oxalyl dichloride; N,N-dimethyl-formamide; In tetrahydrofuran; at 0℃; for 0.5h; | General procedure: General methods for 11,12-cyclic carbonate azithromycin 4"-O-(trans-β-arylacrylamido)carbamoyl analogs (5-16) To a solution of L1 (0.41 g, 2.74 mmol) in THF was added oxalyl chloride (1.03 g, 8.22 mmol) drop by drop and DMF (three drops) at 0 C. The resulting solution was stirred for 0.5 h at the same temperature. Subsequently, the reaction was quenched in vacuum to remove THF and oxalyl chloride and afforded light-yellow residue. A solution of the key intermediate 4 (3 g, 3.43 mmol) and NaHCO3 (0.23 g, 2.74 mmol) in anhydrous THF was stirred at 0 C. After addition of the above residue in THF drop by drop, the resulting solution was stirred for another 2 h at the same temperature. Then the reaction was concentrated in vacuum to remove THF and quenched with saturated NaHCO3. Subsequently, the aqueous layer was extracted with ethyl acetate (2 * 25 mL) and the combined organic layer was washed with brine, dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated in vacuum to afford a crude product. A solution of the above crude product in methanol was heated to 55 C and stirred for 12 h at the same temperature. Subsequent concentration of the reaction solution in vacuum provided the crude product of 5. The above crude product was purified by flash column chromatography eluting with 30:1 dichloromethane/methanol to afford the desired product 5. According to the above procedure, corresponding compounds 6-16 were prepared in yields ranging from 66% to 73%. |
With thionyl chloride; triethylamine; N,N-dimethyl-formamide; In dichloromethane; at 20℃; for 12h; | General procedure: Different substituted carboxylic acid (5mmol) and SOCl2 (7.5mmol) were dissolved into CH2Cl2 (10 mL)solvent, two drops of N, N-dimethylformamide (DMF) ascatalyst and triethylamine (TEA) (5mmol) as acid-bindingagent were added into the above solution. The reaction wasexecuted for 12 h at room temperature under continuousstirring, which was detected by TLC. Then, the redundantCH2Cl2 solvent has been removed by reduced pressuredistillation at 40∘C. Finally, the crude product of differentsubstituted acryloyl chlorides was obtained. | |
With thionyl chloride; In N,N-dimethyl-formamide; toluene; at 20℃; for 3h; | General procedure: A solution of CA or CAD (1 equiv.), thionyl chloride (5 equiv.) and two drops of DMF in drytoluene was stirred at room temperature for 3 h. Solvent was evaporated. The residue | |
With oxalyl dichloride; N,N-dimethyl-formamide; In tetrahydrofuran; at 0℃; for 0.5h;Inert atmosphere; | General procedure: Compound 1-4 (10 mmol, 2.5 g), ammonium chloride(10 mmol, 532 mg) and Fe (30 mmol, 1.67 g) were placed in adouble-neck flask, and 40 mL of THF and 8mL of H2Owere added tothe flask. The mixture was refluxed under nitrogen for 4 h. Whenthe reaction solution temperature cooled to room temperature,20 mL of H2O was added. The excess of Fe was filtered, and themixture was extracted with EtOAc (3 20 mL). The organic layerwas dried over anhydrous Na2SO4, filtered and concentrated toobtain the intermediate aminofuranone, which was used in thenext reaction without purification. The carboxylic acid (0.75 mmol)was added into a dry double-neck flask, and 5 mL of dry THF wasadded to the flask. N,N-Dimethylformamide (1.50 mmol, 0.15 mL)was added into the solution under nitrogen at 0 C. When thesewere completely dissolved, oxalyl chloride (3.75 mmol) was addedslowly. After 30 min, the solvent and excess oxalyl chloride werethen removed under reduced pressure to obtain an acyl chloride.The acyl chloride was kept dry. 100 mg of the intermediate aminofuranone was added into a dry double-neck flask, and 5 mL of dryTHFwas added to the flask. When these were completely dissolved,dry pyridine (1.06 mmol, 0.01 mL) was added under nitrogen at0 C. The THF solution of an acyl chloride (0.793 mmol) was addedinto the mixture slowly. After 30 min, 20 mL of saturated ammoniumchloride solution was slowly added into the mixture, and themixture was extracted three times with EtOAc (3 x 20 mL). Theorganic layer was dried over anhydrous Na2SO4, filtered andconcentrated to dryness, which was purified through silica gelcolumn (EA: PE 2: 1) to give A-1~A-7. | |
With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 20℃; for 5h;Inert atmosphere; | General procedure: To a solution of cinnamic acid (1a01e24, 1a26e27, 1a29)(1.0 mmol) in dry CH2Cl2 was added oxalyl chloride (5.0 equiv) anda catalytic amount of DMF (0.01 equiv). The reaction mixture wasstirred at room temperature for 5 h before the solvent wasremoved. The residuewas dried under high vacuum and used in thenext step without further purification. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogen;palladium 10% on activated carbon; In tetrahydrofuran; methanol; at 20℃; for 4h; | (22-1) Synthesis of 3-(2-fluorophenyl)-1-propanol (compound 22-1) 2-Fluorocinnamic acid (10.0 g) was dissolved in methanol (20 ml) and tetrahydrofuran (30 ml), 10% palladium carbon (5.00 g) was added, and the mixture was stirred under a hydrogen atmosphere at room temperature for 4 hr. The reaction container was purged with nitrogen, the solution was filtered, and the filtrate was concentrated to give a white powder (10.3 g). The white powder was dissolved in tetrahydrofuran (100 ml), and a tetrahydrofuran-borane·tetrahydrofuran solution (1 mol/l, 78.3 ml) was added dropwise to the mixture under ice-cooling, and the mixture was stirred under ice-cooling for 30 min, and further at room temperature for 1.5 hr. To the reaction mixture was added water, 1 mol/l aqueous hydrochloric acid solution was added, and the mixture was extracted with ethyl acetate, washed with water, saturated aqueous sodium hydrogen carbonate solution and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give the object product (8.68 g) as a colorless oil. 1H-NMR(CDCl3) delta (ppm): 1.52-1.58(1H, m), 1.85-1.92(2H, m), 2.75(2H, t, J=7.6Hz), 3.68(2H, t, J=6.3Hz), 6.98-7.08(2H, m), 7.14-7.20(2H, m). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With ammonium carbamate; at 30℃; for 17h;pH 9.1; | General procedure: The reaction mixtures containing substituted (E)-cinnamic acids(2a-s, 5 mM) in NH2CO2NH4 (3 M, pH 9.1) supplemented with PzaPAL(50 Xg mL-1) or in NH3 (6 M, pH 10) supplemented with PcPAL (50 XgmL-1) were incubated at 30 C. Samples (50 XL) taken at different timepoints (17, 40, 64, and 168 h) from the reaction mixtures were quenchedby adding an equal volume of MeOH, vortexed and centrifuged(13,000 rpm, 2 min). The supernatant was transferred to a 0.22 Xmfilter and used directly for HPLC analysis to determine conversion andee values. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | In a Parr hydrogenation vessel is placed <strong>[18944-77-9]2-fluorocinnamic acid</strong> (1h) (1.0 equiv) and palladium on carbon in a 1/1 methanol/ethyl acetate solution. The heterogeneous solution is placed on a Parr shaker and treated with hydrogen (50 psi) until uptake has ceased. The mixture is filtered through Celite and concentrated under reduced pressure. The residue is taken up in diethyl ether and is treated with diazomethane until the yellow color persists. The solution is concentrated under reduced pressure giving the crude methyl ester. Purification is effected by column chromatography on silica gel (hexane/ethyl acetate 5/1) to yield Methyl 3-(2-fluorophenyl)propionate (1i) in quantitative yield. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20℃; for 16h; | A mixture of <strong>[18944-77-9]2-fluorocinnamic acid</strong> (16.6 g), EDAC.HCl (23 g), DMAP (12.2 g), triethylamine (28 mL), and NH2OMe.HCl (12 g) in CH2Cl2 (300 mL) was stirred at room temperature for 16 h. The reaction was quenched with water, and the organic layer was washed with brine, dried over MgSO4 and filtered. The filtrated was evaporated in vacuo, and the crude product was purified by silica gel flash chromatography eluting with 33% hexanes in ethyl acetate gave the title compound (20 g) as a solid. [0096] 1H NMR (300 MHz, CDCl3) δ 7.84 (d, J=16.0 Hz, 1 H), 7.56-7.53 (m, 1 H), 7.34-7.31 (m, 1 H), 7.17-7.05 (m, 2 H), 3.76 (s, 3 H), 3.31 (s, 3 H). MS (M+H)+ 210. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With dmap; 1,2-dichloro-ethane; triethylamine; In dichloromethane; ethyl acetate; | Example 85 Preparation of [(S)-3-(2-fluoro-phenyl)-N-[1-(3-morpholin-4-yl-phenyl) -ethyl]-acrylamide Mixture of (S)-1-(3-morpholin-4-yl-phenyl)-ethylamine hydrochloride, Preparation 21 (50 mg, 0.21 mmol), <strong>[18944-77-9]2-fluorocinnamic acid</strong> (37 mg, 0.23 mmol), EDC (79 mg, 0.41 mmol), DMAP (25 mg, 0.21 mmol), triethylamine (0.11 ml, 0.82 mmol) in dichloromethane (1 mL) was stirred at room temperature for 10 hours. The reaction mixture was concentrated under vacuum and purified by filtering through 2 g silica-gel syringe with 80% ethyl acetate/hexanes. The filtrate was concentrated under vacuum to provide the title compound as a white solid. 1H NMR (CDCl3): δ 1.56 (d, 3H),3.17 (m, 4H), 3.86(m, 4H), 5.24(m, 1H), 6.52 (d, J=16 Hz, 1H), 6.84 (m, 3H), 7.13 (m, 2H), 7.28 (m, 2H),7.46 (t, 1H), 7.69 (d, J=16 Hz, 1H). MS (M+H)+355 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With dmap; 1,2-dichloro-ethane; triethylamine; In dichloromethane; ethyl acetate; | Example 99 Preparation of (S)-N-{1-[3-(cis-2,6-Dimethyl-morpholin-4-yl)-phenyl]ethyl}-3-(2-fluoro-phenyl)-acrylamide Mixture of (S)-1-[3-(cis-2,6-dimethyl-morpholin-4-yl)-phenyl]-ethylamine hydrochloric acid salt, Preparation 31 (50 mg, 0.16 mmol), <strong>[18944-77-9]2-fluorocinnamic acid</strong> (30 mg, 0.18 mmol), EDC (65 mg, 0.33 mmol), DMAP (20 mg, 0.16 mmol), triethylamine (0.09 ml, 0.65 mmol) in dichloromethane (0.7 mL) was stirred at room temperature overnight. The reaction mixture was purified by filtering through 2 g silica-gel syringe with 70% ethyl acetate/hexanes. The filtrate was concentrated under vacuum to provide the title compound as a white solid. 1H NMR (CDCl3): δ 7.68 (d, J=16 Hz, 1H), 7.45 (m, 1H), 7.30 (m, 1H), 7.23 (m, 1H), 7.14 (m, 1H), 7.08 (m, 1H), 6.89-6.80 (m, 3H), 6.49 (d, J=16 Hz, 1H), 5.79 (d, 1H), 5.22 (m, 1H), 3.79 (m, 2H), 3.45 (d, J=11 Hz, 2H), 2.41 (t, J=11 Hz, 2H), 1.54 (d, J=2 Hz, 3H), 1.25 (d, J=7 Hz, 6H). MS (M+H)+383 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sulfuric acid; In ethanol; ethyl acetate; | Step A To a solution of (2E)-3-(2-fluorophenyl)prop-2-enoic acid (10.0 g, 9.9 mmol) in 100 mL of EtOH was added sulfuric acid (0.2 mL). The reaction was refluxed for 5 hours and then cooled to room temperature. The reaction solution was evaporated to 1/4 of the original volume and poured into water. Extraction of the mixture with ethyl acetate followed by drying (brine, Na2SO4) and complete evaporation yielded the ester which was taken on the Step B. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With dmap; triethylamine; In hexane; dichloromethane; ethyl acetate; | Step A (+-)-N-[1-(3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-ethyl]-3-(2-fluoro-phenyl)acrylamide A mixture of <strong>[18944-77-9]2-fluorocinnamic acid</strong> (0.5 mmol), (+-)-1-(3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)ethylamine, Preparation 13 (28.5 mg, 0.16 mmol), EDC hydrochloride (192 mg, 1 mmol), DMAP (61 mg, 0.5 mmol), and triethylamine (202 mg, 2 mmol) in CH2Cl2 was stirred for 3 days. The reaction mixture was directly subjected to purification by flash column chromatography on silica using EtOAc/Hexane (8:1) to provide the desired product (149 mg). 1H NMR (CDCl3): δ 7.68 (d, J=15.8 Hz, 1H), 7.48-7.43 (m, 1H), 7.34-7.25 (m, 1H), 7.15-7.04 (m, 2H), 6.75 (d, J=8.2 Hz, 1H), 6.66-6.59 (m, 2H), 6.50 (d, 15.8 Hz, 1H), 5.90 (d, J=7.6 Hz, 1H), 5.17-5.07 (m, 1H), 4.23 (t,J=4.2 Hz, 2H), 3.40 (t,J=4.2 Hz, 2H), 1.50 (d, J=6.8 Hz, 3H). MS: 326 (M+H)+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With benzotriazol-1-ol; 1,2-dichloro-ethane; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; | Example 291 Preparation of (S)-3-(2-fluoro-phenyl)-N-[1-(3-pyridin-3-yl phenyl)ethyl]acrylamide A mixture of <strong>[18944-77-9]3-(2-fluoro-phenyl)-acrylic acid</strong> (0.083 mmol), (S)-1-(3-pyridin-3-yl-phenyl)ethylamine (12.7 mg, 0.064 mmol), EDC (18.4 mg, 0.096 mmol), HOBT (13 mg, 0.096 mmol), DMF (2 mL) and diisopropylethylamine (33 μL, 0.192 mmol) was stirred at 23 C., 18 hours. The residue was purified by preparative HPLC (Primeshere C18-HC 21.2*100 mm; (5 mM NH4OAc) 0-100% gradient over 5 minutes 20 mL/min flow rate) to afford the title product. 1H NMR (CDCl3, 400 MHz): δ 1.55 (d, 3H, J=6.8 Hz), 5.29 (q, 1H, J=7.1 Hz), 6.20 (s, 1H), 6.55 (d, 1H, J=15.7 Hz), 6.9-7.1 (in, 2H), 7.2-7.3 (in, 2H), 7.3-7.5 (in, 3H) 7.64 (d, 1H J=15.9 Hz), 707-7.85 (in, 3H), 8.10 (s,1H),8.65 (d, 1H J=5 Hz,). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride; In methanol; | Step 1 Methyl (2E)-3-(2-fluorophenyl)prop-2-enoate HCl gas was bubbled through a stirring solution of <strong>[18944-77-9]2-fluorocinnamic acid</strong> in anhydrous methanol. The reaction mixture was allowed to cool to room temperature, then concentrated to yield the title compound. M.S. (M+1): 181. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
54.25 g (96%) | With thionyl chloride; In ethanol; ethyl acetate; | a) Preparation of Ethyl 2-Fluorocinnamate A solution of 2-fluorocinnamic acid (48.4 g, 0.29 mol, Aldrich) and thionyl chloride (5 mL) in ethanol (650 mL) was heated to reflux for 48 h. The mixture was concentrated in vacuo. The residue was taken up in ethyl acetate, washed successively with a 5% aqueous sodium bicarbonate solution, water and brine, and dried (Na2 SO4). Filtration and concentration gave 54.25 g (96%) of crude ethyl 2-fluorocinnamate. This material was used without further purification. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
68% | Reference Example 40 (E)-8-(2-Fluorostyryl)-1,3-dipropylxanthine (Compound 43) Substantially the same procedure as in Reference Example 1 was repeated using 3.00 g (13.3 mmol) of 5,6-diamino-1,3-dipropyluracil and 2.43 g (14.6 mmol) of <strong>[18944-77-9]2-fluorocinnamic acid</strong>. Then, the resultant crude crystals were recrystallized from dioxane/water to give 3.23 g (yield 68% of Compound 43 as white needles. Melting Point: 258.8-259.2 C. Elemental Analysis: C19 H21 N4 O2 F Calcd. (%): C, 64.03; H, 5.94; N, 15.72 Found (%): C, 64.01; H, 6.11; N, 15.52 IR (KBr) Vmax (cm-1): 1702, 1648 NMR (DMSO-d6; 270 MHz) δ (ppm): 7.85-7.77 (2H, m), 7.46-7.32 (1H, m), 7.29-7.23 (2H, m), 7.16 (1H, d, J=16.5 Hz), 3.99 (2H, t, J=7.1 Hz), 3.86 (2H, t, J=7.3 Hz), 1.80-1.55 (4H, m), 1.00-0.80 (6H, m) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
51% | a) Synthesis of (E)-2-(3-(2-fluorophenyl)acrylamido)acetic acid methyl ester (3.9 g, 24.0 mmol) of CDI were added to a solution of (3.3 g, 20.0 mmol) of 2'-fluorocinnamic acid in DCE (60 ml), and the reaction solution was stirred for 2 h at RT. (2.76 g, 22.0 mmol) of glycine methyl ester hydrochloride and (4.37 g, 25.0 mmol) of diisopropylethylamine were then added and stirring was carried out for a further 5 h at RT. The mixture was then diluted with DCM (20 ml) and washed with water. The organic phase was dried over MgSO4, filtered and concentrated in vacuo. CC (DCE/ethanol 20:1) with the residue yielded 2.4 g (10.1 mmol, 51%) of (E)-2-(3-(2-fluorophenyl)acrylamido)acetic acid methyl ester. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0℃; for 8h; | General procedure: To a stirred mixture of 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-[4-(2-fluoro-4-amino-phenyl)-piperazin-1-yl]-propan-2-ol (4) (0.001 mol), DMAP (100 mg) and EDCI (200 mg) in 50 mL dichloromethane under 0 C and substituted benzoic acid (0.001 mol) were added and stirred for 8-12 h. The reaction was monitored by TLC. After filtration, the filtrate was evaporated under reduced pressure. The residue was then extracted with ethyl acetate (60 mL×3). The extract was washed with saturated NaCl solution (20 mL×3), dried over anhydrous Na2SO4 and evaporated. The residue was crystallized from ethyl acetate to afford the title compounds 5a-6q. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0℃; for 8h; | General procedure: To a stirred mixture of 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-[4-(2-fluoro-4-amino-phenyl)-piperazin-1-yl]-propan-2-ol (4) (0.001 mol), DMAP (100 mg) and EDCI (200 mg) in 50 mL dichloromethane under 0 C and substituted benzoic acid (0.001 mol) were added and stirred for 8-12 h. The reaction was monitored by TLC. After filtration, the filtrate was evaporated under reduced pressure. The residue was then extracted with ethyl acetate (60 mL×3). The extract was washed with saturated NaCl solution (20 mL×3), dried over anhydrous Na2SO4 and evaporated. The residue was crystallized from ethyl acetate to afford the title compounds 5a-6q. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
73% | With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20℃; | General procedure: To a stirred mixture of 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-diuorophenyl)-3-[4-(4-amino-2-(trifluoromethyl)phenyl)piperazin-1-yl]-propan-2-ol (4) (0.001 mol), DMAP (100 mg) and EDCI (200 mg) in 50 mL dichloromethane under 0 C and substituted acid (0.001 mol) were added and stirred for 8-12 h. The reaction was monitored by TLC. After filtration, the filtrate was evaporated under reduced pressure. The residue was then extracted with ethyl acetate (60 mL × 3). The extract was washed with saturated NaCl solution (20 mL × 3), dried over anhydrous Na2SO4 and evaporated. The residue was crystallized from ethyl acetate to afford the title compounds. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 25℃; | General procedure: A solution of appropriate acid (1.0 mmol), DCC (1.1 mmol) and amine 9 (1.0 mmol) in dichloromethane (50 mL) with catalytic amount of 4-dimethylaminopyridine (DMAP) were stirred mechanically at room temperature until acylation reaction was complete. The N,N-dicyclohexylurea was filtered off and the filtrate was washed with 5% acetic acid (3 × 10 mL) and Na2CO3 aqueous solution (3 × 10 mL) successively. Then the combined organics were washed with 10 mL water and 10 mL brine successively, dried (anhydrous MgSO4). The solvent was removed under reduced pressure to give the crude esters 11a-r. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
87% | With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20℃; for 24h; | General procedure: To a 50 mL round bottom flask equipped with a magnetic stir bar was added N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (EDCI) (0.13 mmol), 4-dimethylaminopyridine (DMAP) (0.01 mmol), acid (8a-k, 8m-q, 0.11 mmol), alcohol (7a or 7b, 0.1 mmol) and CH2Cl2 (15 mL), and the reaction mixture was stirred at room temperature for 24 h. Acetic acid (0.5 mL) was added and the reaction mixture was stirred for 10 min to convert excess alcohol 7 to a more easily separable acetate. The mixture was washed with saturated aqueous NH4Cl solution, diluted with Et2O (15 mL), and the layers were separated. The aqueous layer was extracted with Et2O (2×10 mL), and the combined organic layers were dried, filtered and concentrated under reduced pressure. The crude material was chromatographed on SiO2 (petroleum ether and ethyl acetate (7:1) as eluent). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
60% | With trichlorophosphate; at 110℃; for 5h; | General procedure: An equimolar compound 6 (0.001 mol) and substituted cinnamic acid in phosphoryl chloride was refluxed for 5 h, Then reaction mixture was cooled, poured into ice-coldwater and neutralized with 20% NaHCO3 solution. The resultant solid was filtered, washed with water and recrystallized from ethanol to give the title compounds. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20℃; for 8h; | General procedure: An equimolar compound 6 (0.001mol) and substituted cinnamic acid in anhydrous CH2Cl2 was stirred for 8h with carbodiimide hydrochloride (0.0015mmol) and N-hydroxybenzotriazole (0.0005mmol). Then reaction mixture was extracted twice using ethyl acetate and water. The organic layer was evaporated and recrystallized from ethanol to give the title compounds. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
60%; 19.8% | With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20℃; for 12h; | General procedure: To a three-necked flask (100 mL) that contained a solution of9aeOH DHA (0.5 mmol), 4-dimethylaminopyridine (DMAP,1.3 mmol) and 1-Ethyl-3-(3-dimethyllaminopropyl) carbodiimidehydrochloride (EDCI, 1.5 mmol) in dry CH2Cl2 (20 mL) was addedthe corresponding acid (1.3 mmol) at ice bath. The resultingmixturewas stirred at 0 C-rt for 12 h, the solvent was moved. Thenthe residue was taken up with EtOAc, washed with water (20 mL)and saturated NaCl solution (20 mL), dried over anhydrous MgSO4,and purified using column chromatography to obtain the targetcompounds. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | With tetrabutyl ammonium fluoride; In neat (no solvent); at 80℃; for 24h;Green chemistry; | General procedure: a mixture of 2-aminothiophenol 7 (4 mmol), unsaturated acid 8 (2 mmol), and TBAF (0.2 mmol, 10 mol %) was heated to 80 C under stirring for 24 h. After cooling, 30 mL of dichloromethane was added. The mixture was washed with aq HCl (2 N), aq Na2CO3 (saturated), and brine. Then, the organic layer was dried over MgSO4 and concentrated. The crude product residue was purified by chromatography on silica to give pure product 9. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
31% | <strong>[18944-77-9](E)-3-(2-fluorophenyl)acrylic acid</strong> (24 mg, 0.14 mmol, 1.1 eq.), DIPEA (50 mg, 0.39 mmol, 3.0 eq.) and HATU (54 mg, 0.14 mmol, 1.1 eq.) were added to a solution of 3-(2-fluoro-4-(2,3,5,6-tetrafluorophenoxy)phenyl)-1-((R)-pyrrolidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (60 mg, 0.13 mmol, 1.0 eq.) in dichloromethane (3 mL). The reaction was stirred at room temperature for 12 hours, and concentrated to give the crude product, which was purified by HPLC (C18 reverse phase column, mobile phase: acetonitrile/water/0.5% HCl, gradient: 10%-100% (volume ratio)) to give the title compound hydrochloride (25 mg, yield: 31%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With dmap; dicyclohexyl-carbodiimide; In dichloromethane-d2; at 20℃; | Adding embodiment in the reaction bottle 2 IV-1 the compound obtained by the method (0.3mol), 2 equivalent molar weights of cinnamic acid neighbouring fluorine , 20mLCH2Cl2, by adding 1 equivalent of the molar amount of 4-dimethylaminopyridine (DMAP), 3 equiv the molar amount of dicyclohexyl carbodiimide (DCC), reaction at room temperature, TLC detection of the reaction process. After the reaction (about 12 hours), the reaction solution with dilute hydrochloric acid washing three times, washing three times, anhydrous Na2SO4drying, concentration. Then by the silica gel column chromatography separation (eluant to ethyl acetate: petroleum ether = 1:10, volume ratio), to obtain a target compound A-13. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With triethylamine; In tetrahydrofuran; at -10℃; for 0.75h; | General procedure: To a solution of substituted cinnamic acid (0.420 mmol) in freshly distilled THF (5mL) was added triethyl amine (0.05 mL). To this reaction mixture, pivaloyl chloride (0.33 mmol) was added at -10C and reaction was allowed to stir at -10C for 45 minutes. After completion of the reaction, (monitored by TLC) this mixture was used for the next step without purification and work up. To a solution of 3,4-dihydro-2H-1,2-thiazine 1,1-dioxide (0.504 mmol) in freshly distilled THF (5 mL) was added 1.2 equivalent n-BuLi (0.3mL) at -40C under inert atmospheric conditions and the reaction was allowed to stir for one hour at -40C. Then add the anhydride prepared from the above step. The reaction mixture was allowed to stir for 1 h at -40C. Then the reaction mixture was quenched with saturated ammonium chloride (2 mL), and extracted with ethyl acetate (15 mL). The organic layer was separated, washed with brine (2 X 15 mL), dried over anhydrous Na2SO4. The organic layer was concentrated by distillation under reduced pressure to afford a crude product which was purified using combiflash on silica gel (60-120 mesh) using petroleum ether and ethyl acetate as eluent to gave a pale yellow solid (Yield 55-70%). | |
With triethylamine; In dichloromethane; at 0℃; for 0.5h; | General procedure: Firstly, the cinnamic acid analogues (1 equiv.) with differentsubstituents are added, dropwise stir in triethylamine ice bath for15 min then add trimethylacetyl chloride to protect the NeH at oneend. After concentration under reduced pressure, the residue wasquickly purified by using a silica gel column (PE/EtOAc). Here, donot contact water for reaction and products, and it needs to bequickly purified and concentrated. Concentrated 2-imidazolidone(1 equiv.) were added to absolute tetrahydrofuran or dichloromethaneunder nitrogen, and added NaH (3 equiv.) to the reactionmixturewas stirred at 0 C for 15 min. Then add the above productsto the reaction mixture was stirred at 0 C for 30 min. After thereaction was completed, used quenching with saturated NaHCO3solution, and then the mixed liquid was extracted twice with ethylacetate. The combined extracts were then washed with H2O andbrine and dried over anhydrous Na2SO4. After concentration underreduced pressure, the residue was quickly purified by using a silicagel column (PE/EtOAc). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
76% | General procedure: DIPEA (3 mol), HATU (1.5 mol) were added sequentially to a stirred solution of acid (1.1 mol) in DMF (10 v), after 5 minutes, corresponding amine (1.0 mol) was added, stirred at room temperature under argon atmosphere for 16 h. Then the reaction mixture was diluted with water (50 v), extracted with EtOAc (50 v X 2), evaporated the solvent in vacuo, the crude product was purified by column chromatography to afford 5/6(a-h), 5/6(m-s), 7(a-b), 10/11(a-c) and 10/11g (38-87%) as solids. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
79% | General procedure: DIPEA (3 mol), HATU (1.5 mol) were added sequentially to a stirred solution of acid (1.1 mol) in DMF (10 v), after 5 minutes, corresponding amine (1.0 mol) was added, stirred at room temperature under argon atmosphere for 16 h. Then the reaction mixture was diluted with water (50 v), extracted with EtOAc (50 v X 2), evaporated the solvent in vacuo, the crude product was purified by column chromatography to afford 5/6(a-h), 5/6(m-s), 7(a-b), 10/11(a-c) and 10/11g (38-87%) as solids. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
10.8 g | With oxone; sodium hydrogencarbonate; In water; acetone; at 30℃; for 2h; | <strong>[18944-77-9]2-fluorocinnamic acid</strong> 7a (15 g, 0.09 mol), Dissolved in acetone, 35 g of sodium bicarbonate (0.42 mol) and 85 ml of water are successively added, Add 30g potassium persulfate (0.197mol)/118ml, Stirring, Reaction at 30C for 2 hours, filter, The solution is acidified Extract with ethyl acetate, Spin dry dry, About 10.8 g of compound 7b. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 0 - 20℃; for 8h;Inert atmosphere; | General procedure: To a solution of compound 2 (53 mg, 0.2 mmol), EDCI (115 mg, 0.6 mmol), DMAP (1.2 mg, 0.01 mmol) and corresponded acid(0.3 mmol, 1.5 eq) in CH2Cl2 (2 mL) was added Et3N (83.4 mL,0.6 mmol) at 0 C. The mixture was stirred for 8 h at room temperature.The reaction was quenched with saturated aqueousNaHCO3 and extracted with CH2Cl2 (3 15 mL). The combinedorganic layers were washed with saturated brine, dried overNa2SO4, and concentrated to give an oily crude product, which waspurified on a silica gel column to yield compound 3, 4a-4x. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With 1-hydroxy-7-aza-benzotriazole; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 - 20℃; for 6h; | General procedure: To a solution of isopropylamine (1.02 ml, 12 mmol) and 4-methylmorpholine (NMM,1.88 mL, 1.73 g, 17.1 mmol) in DMF (30 mL) was added corresponding carboxylic acid(10 mmol, 1 equiv) and 1-Hydroxy-7-azabenzotriazole (HOAt, 1.4 g, 10.3 mmol). The mixture was cooled at 0C, subsequently 1-ethyl-3-(3- (dimethylamino) propyl)carbodiimide hydrochloride (EDCI, 2.3 g, 12 mmol) was added in one portion. The reaction mixture was stirred at room temperature for 6 h. The mixture was extracted with EtOAc (50 mL x 3). The organic phase was washed successively with H2O, 0.5 NHCl, saturated aqueous NaHCO3 and brine, after then it was dried over Na2SO4. Then the solvent was removed in a rotary evaporator to give the crude product which was recrystallized from EtOAc/Hexane to give the product 1a-1v. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72.9% | With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20℃;Inert atmosphere; | General procedure: A mixture of the compound 3 or 4 (5mmol), cinnamic acid derivatives (6mmol), and DMAP (1mmol) in DCM (15mL) was stirred for 10minat room temperature. Successively, EDCI (6-10mmol) were added quickly in one portion. The reaction mixture was continually stirred at room temperature for 10-18h under nitrogen and monitored by TLC. Then the clear solution treated with an aqueous saturated NaHCO3 solution containing ice (60mL) for 5min. The aqueous reaction mixture was extracted with DCM (3×20mL). The combined extracts were dried with dry Na2SO4 and concentrated in vacuo. The crude compound was purified by flash chromatography (SiO2; 100:0-50:50-0:100 hexanes/DCM, v/v). The final esters were obtained as solid substances after concentration of organic solvents under reduced pressure. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
91% | With N-Bromosuccinimide; N,N,N',N'-tetramethylguanidine;Reflux; | In a 100 mL single-necked round bottom flask, 10 mmol of compound c4, 20 mmol of NBS, 1 mmol of tetramethylguanidine, 20 mL of glacial acetic acid were added, and the mixture was heated under reflux for 7-8 h. A saturated NaHCO3 solution was added to adjust the pH to 1. Chromatography, the developing solvent was petroleum ether: ethyl acetate = 1: 50, and compound (4) was obtained. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With phenylalanine ammonia-lyase from Pseudozyma antarctica yeast; In aq. buffer; at 30℃; for 168h;pH 8.5;Resolution of racemate; | General procedure: The ammonia elimination reaction mixtures containing 5mM of theracemic phenylalanines (rac-1a-s) in 100mM TRIS buffer (pH 8.5) andpurified PzaPAL or PcPAL (50 Xg, either) in 1 mL reaction volume wereincubated at 30 C. Samples (50 XL) taken at different time points (17,40, 64, and 168 h) from the reaction mixtures were analyzed by HPLCfor conversion and ee values, using previously developed methods [44].The ammonia addition and elimination reactions were followed byHPLC measurements. Conversions were determined on Agilent 1200HPLC instrument using Phenomenex Gemini NX-C-18 column and amixture of NH4OH buffer (0.1 M, pH 8.5) and MeOH at a flow rate of1 mL min-1. Conversions were calculated from peak area integrationswith use of appropriate response factor (Table S2). Enantiomer separationswere carried out on Agilent 1100 HPLC instrument usingCrownpak CR-I (+) column and a mixture of aqueous HClO4, pH 1.5and acetonitrile as eluent at a flow rate of 0.4 mL min-1. (Table S3). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
87% | With triethylamine; In water; at 100℃; for 12h; | General procedure: In a typical Heck coupling reaction between iodobenzene and acrylic acid, 10 mmol of iodobenzene and 30 mmol of acrylic acid were mixed with 50 mmol of triethylamine and 10 mL of distill water. The insoluble PdIPN catalyst (2.3 g) was added to the solution, and the reactants were heated in an oil bath at 100 C for 12 h under stirring. After the reaction, the catalysts were filtered, thoroughly washed with water and ethanol (at least three times) and dried in the air for the next round of use. The white product was precipitated out by adding 1 mol/L HCl solution, then separated by centrifugation and filtration, washed repeatedly with cold water, and dried in vacuum for 6 h. The yield from the reaction between iodobenzene and acrylic acid was 87%. |
Tags: 18944-77-9 synthesis path| 18944-77-9 SDS| 18944-77-9 COA| 18944-77-9 purity| 18944-77-9 application| 18944-77-9 NMR| 18944-77-9 COA| 18944-77-9 structure
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 :