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. : | 28888-44-0 | MDL No. : | MFCD00023889 |
Formula : | C10H10N2O4 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | KWNQIIMVPSMYEM-UHFFFAOYSA-N |
M.W : | 222.20 | Pubchem ID : | 120081 |
Synonyms : |
|
Num. heavy atoms : | 16 |
Num. arom. heavy atoms : | 10 |
Fraction Csp3 : | 0.2 |
Num. rotatable bonds : | 2 |
Num. H-bond acceptors : | 4.0 |
Num. H-bond donors : | 2.0 |
Molar Refractivity : | 58.17 |
TPSA : | 84.18 Ų |
GI absorption : | High |
BBB permeant : | No |
P-gp substrate : | No |
CYP1A2 inhibitor : | No |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -7.15 cm/s |
Log Po/w (iLOGP) : | 1.42 |
Log Po/w (XLOGP3) : | 0.71 |
Log Po/w (WLOGP) : | 0.23 |
Log Po/w (MLOGP) : | 0.12 |
Log Po/w (SILICOS-IT) : | 2.18 |
Consensus Log Po/w : | 0.93 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 0.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -2.0 |
Solubility : | 2.25 mg/ml ; 0.0101 mol/l |
Class : | Very soluble |
Log S (Ali) : | -2.06 |
Solubility : | 1.95 mg/ml ; 0.0088 mol/l |
Class : | Soluble |
Log S (SILICOS-IT) : | -3.41 |
Solubility : | 0.0872 mg/ml ; 0.000393 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 0.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 1.97 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | 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 |
---|---|---|
77% | at 100℃; for 24 h; | General procedure: In a 100mL flask equipped with a reflux condenser, the reaction mixture containing the quinazolinediones (1.00g) and POCl3 (15mL; 24.77g; 161.53mmol) was stirred and heated at 100°C for 24h. Isolation was performed by the slow addition of the reaction medium over a mixture of ice and water with vigorous stirring. The resulting precipitate was filtered under a vacuum and purified by filtration through silica gel using dichloromethane as the eluent. |
75% | With trichlorophosphate In <i>N</i>,<i>N</i>-dimethyl-aniline; toluene for 5 h; Heating / reflux | [00101] 8 gr, 36 [MM,] 6,7-dimethoxy 2,4-quinazoline dione, 23 ml, 280 nM [POC13] and 10 ml dimethyl aniline in 40 ml toluene were refluxed for 5 hours. Water and NH3 were added and the reaction was filtered and washed with [ETOAC] to give 7g light-green solid, mp-1560. 75percent yield. HPLC-97percent pure, Rt=4.87 minutes (RP 18, CH3CN: H20 70: 30, [W=254] [FLOW=1.] 0). NMR CDC13 8 7.36 [(LH,] s), 7.28 [(LH,] s), 4,07 (3H, s), 4.06 (3H, s). NMR DMSO d6 8 7.26 [(LH,] s), 6. 68 (lH, s), 3.82 (3H, s), 3.78 (3H, s). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | With <i>N</i>,<i>N</i>-dimethyl-aniline; trichlorophosphate | |
80.4% | With trichlorophosphate In N,N-dimethyl-formamide at 105℃; for 4h; | Preparation of 2,4-dichloro-6,7-dimethoxyquinazoline: In a dry and clean 1000mL three-necked flask, 6,7-dimethoxy-2,4-(1H,3H)-quinazolindione (VIII) 66.6g (0.3mol), and 380g of phosphorus oxychloride ( 2.5mol) and 3mL of DMF were sequentially added, heated to 105°C and refluxed, and reacted for 4h under reduced pressure, the temperature of the reaction solution was controlled to be below 80°C, and excess phosphorus oxychloride was distilled off. The vacuum distillation residue was cooled to 15°C, and the residue was poured Into 500g of crushed ice for quenching; when extracting, use 300 mL of dichloromethane × 2 times, the extract was washed once with tap water, then with saturated brine, and dried with 50 grams of anhydrous sodium sulfate; sodium sulfate was removed by suction filtration. The dichloromethane was distilled off under reduced pressure to obtain 80.8 g of 2,4-dichloro-6,7-dimethoxyquinazoline concentrate; 150 mL of petroleum ether was added to the obtained concentrate, and the mixture was stirred and cooled for crystallization; filtered, tviiihe filter cake was collected and dried at 40° C. for 5 hours to obtain 62.5 g of light yellow crystalline solid powder, mp: 171-172° C., yield: 80.4%, purity 98.8%. |
77% | With trichlorophosphate at 100℃; for 24h; | 4.1.8 General methodology for the synthesis of 2,4-dichloroquinazolines General procedure: In a 100mL flask equipped with a reflux condenser, the reaction mixture containing the quinazolinediones (1.00g) and POCl3 (15mL; 24.77g; 161.53mmol) was stirred and heated at 100°C for 24h. Isolation was performed by the slow addition of the reaction medium over a mixture of ice and water with vigorous stirring. The resulting precipitate was filtered under a vacuum and purified by filtration through silica gel using dichloromethane as the eluent. |
75% | With trichlorophosphate In <i>N</i>,<i>N</i>-dimethyl-aniline; toluene for 5h; Heating / reflux; | AG 1560 [2,4-dichloro-6, 7-dimethoxyquinazoline] [00101] 8 gr, 36 [MM,] 6,7-dimethoxy 2,4-quinazoline dione, 23 ml, 280 nM [POC13] and 10 ml dimethyl aniline in 40 ml toluene were refluxed for 5 hours. Water and NH3 were added and the reaction was filtered and washed with [ETOAC] to give 7g light-green solid, mp-1560. 75% yield. HPLC-97% pure, Rt=4.87 minutes (RP 18, CH3CN: H20 70: 30, [W=254] [FLOW=1.] 0). NMR CDC13 8 7.36 [(LH,] s), 7.28 [(LH,] s), 4,07 (3H, s), 4.06 (3H, s). NMR DMSO d6 8 7.26 [(LH,] s), 6. 68 (lH, s), 3.82 (3H, s), 3.78 (3H, s). |
72% | With trichlorophosphate at 120℃; for 12h; | 2.2 Step-2: Synthesis of 2,4-dichloro-6,7-dimethoxyquinazoline: A mixture of 6,7- dimethoxyquinazolin-4(3H)-one (360 mg, 1.62 mmol, 1 eq) in POCl3 (0.5 mL) was allowed to stir at 120 °C for 12 h. Progress of reaction was monitored by TLC. After completion, reaction mixture was cooled to RT, diluted with cold water (100 mL) and allowed to stir for 5 minutes. Solid was filtered, washed with water and dried under vacuum to afford 2,4- dichloro-6,7-dimethoxyquinazoline (300 mg, 72%). LCMS: 258[M+1]+ |
68% | With <i>N</i>,<i>N</i>-dimethyl-aniline; trichlorophosphate for 4.5h; Heating; | |
60.8% | With <i>N</i>,<i>N</i>-dimethyl-aniline; trichlorophosphate at 20℃; for 6.16667h; Reflux; | 1.2 (2) 3.0g (13.5mmol) of 6,7-dimethoxyquinazoline-2,4(1H,3H)-dione and 8.18g (67.5mmol) of phosphorus oxychloride were added to a 100mL single-necked flask, 1.03g (6.75mmol) N,N-dimethylaniline was added at room temperature, stirred for 10min and then heated to reflux for 6h, most of the phosphorus oxychloride was evaporated under reduced pressure, 30 mL of dichloromethane (DCM) was added while still hot to dissolve the residual oil, and poured into 40 mL of water with stirring, separation to obtain a DCM layer and an aqueous layer, the aqueous layer was extracted with DCM twice (the volume of single use of DCM was 30 mL), the DCM layers were combined, washed twice with water, once with saturated sodium chloride solution, dried over anhydrous magnesium sulfate, filtered with suction, and the filtrate was evaporated to dryness. The resulting dark red solid (2.53 g) was subjected to flash column chromatography (eluent: EA:PE:AcOH volume ratio = 1:1:0.001) to give 2,4-dichloro-6,7-dimethoxy Quinazoline (white solid, 2.12 g, 60.8% yield). |
With <i>N</i>,<i>N</i>-dimethyl-aniline; trichlorophosphate | ||
With <i>N</i>,<i>N</i>-dimethyl-aniline; trichlorophosphate Heating; | ||
With <i>N</i>,<i>N</i>-dimethyl-aniline; trichlorophosphate | ||
With trichlorophosphate In 1,2-dichloro-ethane for 3h; Heating / reflux; | 78 6,7-dimethoxy-1H-quinazoline-2,4-dione (22.2 g, 100 mmol) and POCl3 (20 mL) were added in 1,2-dichloroethane (30 mL) and the mixture was kept under reflux for 3 hours. Subsequently, the mixture was poured into ice water. The precipitate thus obtained was filtered and dried under vacuum to give 17.0 g of Intermediate XIX. | |
With trichlorophosphate In <i>N</i>,<i>N</i>-dimethyl-aniline |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
30% | With triphenylphosphine; diethylazodicarboxylate In 1,4-dioxane for 3h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
87% | Stage #1: 2-Amino-4,5-dimethoxybenzoic acid With acetic acid In water at 35℃; for 0.25h; Stage #2: potassium cyanate In water at 35℃; for 0.25h; Stage #3: With hydrogenchloride; sodium hydroxide In water at 20℃; | 4.1.2 Quinazoline-2,4(1H,3H)-dione (10a) General procedure: In a 100mL flask equipped with a reflux condenser, a suspension of anthranilic acid (0.82g, 5.98mmol) in distilled water (36mL) and glacial acetic acid (0.7mL) was stirred and heated at 35°C for 15min. Next, potassium cyanate (1.21g, 14.92mmol) was dissolved in water and then slowly added to the reaction medium, which was constantly stirred at 35°C for 30min. Subsequently, sodium hydroxide (10.68g, 267mmol) was carefully added. The reaction medium was cooled to room temperature and the pH was adjusted to 4.0 with concentrated HCl. |
85% | In N,N-dimethyl acetamide for 0.05h; microwave irradiation; | |
85% | With acetic acid In polyethyleneglycol (PEG-400) at 20 - 60℃; for 0.166667h; |
With acetic acid In water Yield given; | ||
With acetic acid |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
97% | With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 20℃; for 24h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 50% 2: 40% | Stage #1: 6,7-dimethoxy-1H-quinazoline-2,4-dione With sodium hydroxide In methanol; water at 20℃; for 0.5h; Stage #2: propargyl bromide In methanol; water for 6h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | With 2,6-dichloro-benzonitrile at 120℃; for 4h; | |
99% | With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 80℃; for 24h; | |
99% | With potassium carbonate; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride In dimethyl sulfoxide at 120℃; for 8h; High pressure; Autoclave; |
99% | With {Eu[N(SiMe3)2](μ-O:κ2-C6H5C(O)NC6H3(iPr)2)(THF)}2; 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 100℃; for 24h; Schlenk technique; | |
99% | With {Eu[N(SiMe3)2](μ-O:κ2-C6H5C(O)NC6H3(iPr)2)(THF)}2; 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 100℃; for 24h; | 12 5 mol% of {L2Eu [N (SiMe3) 2] · THF} 2 and 5 mol% ofDBU catalyzes the reaction of 2-amino-4,5-dimethoxybenzonitrile with carbon dioxide at 100 ° C under atmospheric pressure to prepare 2,4-quinazolinediones In anhydrous, anaerobic, argon protection,0.0999 g (7.5 x 10-5 mol) of {L2Eu [N (SiMe3) 2] THF} 2 was added to the reaction flask,An additional 11.2 μL (7.5 × 10 -5 mol) DBU was added, under the protection of carbon dioxide bag,Add 2 mL of dimethyl sulfoxide, add 0.3333 g (1.5 x 10-3 mol) of 2-amino-4,5-dimethoxybenzonitrile,The reaction was stirred in a constant temperature bath at 100 ° C. After 24 hours,Add 5mL 2mol / L hydrochloric acid quenching reaction, suction filtration, successively with 3 × 5mL hydrochloric acid,Toluene and diethyl ether to remove the residual solvent, drying the solid to obtain the product,The yield is 99%. |
98% | With tetrabutylammonium tungstate In dimethyl sulfoxide at 119.84℃; for 48h; Autoclave; | |
98% | With tetrabutyl ammonium fluoride In dimethyl sulfoxide at 110℃; for 24h; Autoclave; | 4.4. Synthesis of quinazoline-2,4(1H,3H)-diones 5 from 2-aminobenzonitriles 4 and CO2: general procedure General procedure: Table 5: To a DMSO-d6 solution (1 mL) of 2-aminobenzonitrile 4a (1 mmol) in a stainless steel autoclave was added a catalyst (0.01 mmol) under an argon atmosphere. The autoclave was sealed, heated at 110°C and then pressurized with CO2 of 2 MPa. The cyclization reaction of 4a proceeded by the magnetic stirring of the resulting mixture at 110°C for 3 h. After the reaction the autoclave was cooled in an ice bath and depressurized. The chemical yield of quinazoline-2,4(1H,3H)-dione 5a was determined by integrating 1HNMR with reference to an internal standard (3,5-dimethoxybenzylalcohol), which was added to the reaction mixture. Table 6: DMSO solution (6 mL) of 4 (6 mmol) was treated for the carboxylative cyclization of 4 with CO2 according to the procedure of Table 5. After the reaction, the autoclave was cooled in an ice bath and depressurized, and the reaction mixture was added to water (60 mL). The precipitation was collected by filtration, washed with water and diethyl ether, and then dried in vacuo at 35°C for 15 h to give the pure product 5. |
97% | With 1,8-diazabicyclo[5.4.0]undec-7-ene at 80℃; for 4h; | |
97% | With bicarbonate salt of 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide at 80℃; for 4h; Inert atmosphere; | |
97% | With Zhabuye basic salt-lake brine at 140℃; for 7h; Sealed tube; | |
96% | With C3H6O3*C9H16N2 In neat (no solvent) at 40℃; for 24h; Green chemistry; | |
95% | With 3-butyl-1-methylimidazolium acetate at 90℃; for 10h; Green chemistry; | |
95% | With [P4444][2-MIm] at 79.84℃; for 10h; | |
95% | With triethylamine; zinc(II) iodide In toluene at 30℃; for 21h; | |
94% | With cholin hydroxide In water for 0.333333h; | |
94% | With 2,4,6-triamino-s-triazine In water at 120℃; for 18h; High pressure; | |
93% | With water at 160℃; for 18h; Autoclave; Green chemistry; | |
93% | Stage #1: 2-amino-4,5-dimethoxybenzonitrile With 2,2'-iminobis[ethanol] In water for 0.0333333h; Autoclave; Stage #2: carbon dioxide In water at 100℃; for 12h; Autoclave; | 7 0.89 g (5 mmol) of 2-amino-4,5-dimethoxybenzonitrile was placed in a polytetrafluoroethyleneliner of astainless steel reactorand 3 mL of a 0.5 mol / L aqueous solution of diethanolamine was added, After 2 minutes of mixing, carbon dioxide was introducedand the temperature was raised to 100 ° C. The carbon dioxide pressure was adjusted to 1 MPa for the carboxylation reaction under stable conditions, and the reaction time was 12hours.After completion of the reaction, the reaction system was cooled to room temperature slowly released unreacted carbon dioxide, was added 10mL of deionized waterand stirred dispersion product, resulting precipitate was filtered and washed with a small amount of distilled water, then washed with 15mL / times with methyl tert-butyl ether threetimes And the product 6,7-dimethoxyquinazolin-2,4- (1H, 3H) -dione was dried at a temperature of 100 ° C in a yield of 93% |
93% | With water; 2,2'-iminobis[ethanol] at 100℃; for 12h; | |
92% | With 1,8-diazabicyclo[5.4.0]-7-undecenium trifluoroethanolate at 29.84℃; for 24h; | |
92% | With 14.6 wtpercent amine functionalized MCM-41 In water at 130℃; for 18h; Green chemistry; | |
92% | With [HDBN][2-PyOH] In dimethyl sulfoxide at 60℃; for 6h; Autoclave; | 16 General procedure: Weigh 0.160g (1.35mmol) of o-aminobenzonitrile, add it to a stainless steel autoclave with a PTFE liner and a volume of 10ml, and then add 3ml of DMSO solvent.And 0.297g (1.35mmol) of proton-type ionic liquid [HDBN][2-PyOH] was added dropwise as a reaction catalyst; then the autoclave was sealed, and CO2 gas was blown in for 10 minutes,Ensure that the air in the kettle is fully exhausted, and then adjust the pressure reducing valve to 0.3MPa,The autoclave was placed in a constant temperature water bath at 60°C and stirred for reaction. After 4h reaction,Slowly exhaust the gas in the kettle, add 0.228g (1.35mmol) after the reaction kettle is cooled to room temperature3,5-Dimethoxybenzyl alcohol was used as an internal standard, and then a certain amount of deionized water was added to it,The precipitate was separated by centrifugation, washed with tert-butyl methyl ether, and dried under vacuum for 10 hours.Prepare quinazoline-2,4(1H,3H)-dione,The structure of the reaction product was determined by NMR spectroscopy and the reaction yield was calculated by NMR internal standard method. |
91.3% | With C9H17N2(1+)*C13H19O(1-) In dimethyl sulfoxide at 120℃; for 20h; Autoclave; | 9; 13 Example 9: The aminobenzonitrile compound (14) (1 mol), organic salt catalyst (0.05 mmol) and 1 ml of DMSOAdd to an autoclave with mechanical stirring and temperature-controlled heating device. Seal the reaction kettle, replace the air in the kettle with CO2 3 times, thenFill the reaction kettle with CO 2 to an initial pressure of 0.1 MPa, increase the temperature to 120 °C, and react for 20 hours. After the reaction is complete, use iceThe water mixture cooled the reaction kettle to 0°C, released residual gas, added 10ml of dichloromethane to precipitate the product, and removed the precipitated product from DCMSeparate from the solution, then add 10ml of tetrahydrofuran (THF) to centrifuge to clean the precipitated product three times, and vacuum dry to obtain the product(20) The product is white powder, and the isolated yield of the product is 91.30%. After the separated DCM solution was vacuum dried for 6hThe DCM is removed, the catalyst is recovered, and the obtained catalyst can be used directly. |
90% | With C7H14N3(1+)*C3HF6O(1-) at 35℃; for 12h; Green chemistry; | |
88% | With N,N,N',N'-tetramethylguanidine at 120℃; for 4h; Autoclave; | |
87% | With tetra-butylphosphonium arginine In neat (no solvent) at 100℃; for 12h; Green chemistry; | |
82% | With C3N3O3(3-) In dimethyl sulfoxide at 100℃; for 24h; | |
With lanthanum magnesia mixed oxide In water at 140℃; for 14h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
17.1% | With hydrogen bromide; acetic acid at 220℃; for 0.5h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | In N,N-dimethyl acetamide for 0.0333333h; microwave irradiation; | |
74.9% | at 150℃; for 10h; | 1.1 Example 1 (1) Add 20g (0.10mol) 2-amino-4,5-dimethoxybenzoic acid and 60.06g (1.0mol) urea to a 250mL single-necked bottle, stir evenly, and react for 10h under the condition of an oil bath at 150°C, the reaction solution was cooled to 100 °C, 100 mL of water was added, the pH value was adjusted to 5 with glacial acetic acid, and stirred at 100 °C for 30 min. Move to room temperature for cooling and crystallization, suction filtration, and dry the obtained filter cake to constant weight to obtain 6,7-dimethoxyquinazoline-2,4(1H,3H)-dione (near white solid, 16.64 g , the yield is 74.9%). |
In neat (no solvent) at 150℃; for 12h; | 4.3.1 Synthesis of aromatic fused pyrimidine-2,4(1H,3H)-diones General procedure: The typical procedure to aromatic fused pyrimidine-2,4(1H,3H)-diones (2) is as follows. Aromatic-3-amine-2-carboxylic acid (0.1 mol) and urea (2 mol) were both mixed in a flask and then heated at 150 °C for 12 h. When the mixture was cooled down to 100 °C, 40 mL of water was added and the resultant mixture was stirred for another 10 min to dissolve the unreacted urea. After the reaction mixture was cooled down to room temperature, it was filtered and 400 mL, 1 mol/L NaOH aqueous solution was then added. Another 1 h later 55 mL of acetic acid was dropwise added for acidification and the resultant light yellow or white precipitates were filtered and dried to give the desired product 2 in a yield of 80-95%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
97% | With acetic acid In water at 35℃; for 0.5h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: 17.1 percent / HBr; acetic acid / 0.5 h / 220 °C 2: 92 percent / pyridine / 30 h / Heating 3: 62.8 percent / N,N-diethylaniline; POCl3 / 3 h / Heating 4: 89 percent / MeOMgCl / tetrahydrofuran; methanol / 3 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: 17.1 percent / HBr; acetic acid / 0.5 h / 220 °C 2: 92 percent / pyridine / 30 h / Heating 3: 62.8 percent / N,N-diethylaniline; POCl3 / 3 h / Heating 4: 89 percent / MeOMgCl / tetrahydrofuran; methanol / 3 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: 17.1 percent / HBr; acetic acid / 0.5 h / 220 °C 2: 92 percent / pyridine / 30 h / Heating 3: 62.8 percent / N,N-diethylaniline; POCl3 / 3 h / Heating 4: 89 percent / MeOMgCl / tetrahydrofuran; methanol / 3 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: 17.1 percent / HBr; acetic acid / 0.5 h / 220 °C 2: 92 percent / pyridine / 30 h / Heating 3: 62.8 percent / N,N-diethylaniline; POCl3 / 3 h / Heating 4: 89 percent / MeOMgCl / tetrahydrofuran; methanol / 3 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: 17.1 percent / HBr; acetic acid / 0.5 h / 220 °C 2: 92 percent / pyridine / 30 h / Heating 3: 62.8 percent / N,N-diethylaniline; POCl3 / 3 h / Heating 4: 89 percent / MeOMgCl / tetrahydrofuran; methanol / 3 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: 17.1 percent / HBr; acetic acid / 0.5 h / 220 °C 2: 92 percent / pyridine / 30 h / Heating 3: 62.8 percent / N,N-diethylaniline; POCl3 / 3 h / Heating 4: 89 percent / MeOMgCl / tetrahydrofuran; methanol / 3 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: 17.1 percent / HBr; acetic acid / 0.5 h / 220 °C 2: 92 percent / pyridine / 30 h / Heating 3: 62.8 percent / N,N-diethylaniline; POCl3 / 3 h / Heating 4: 89 percent / MeOMgCl / tetrahydrofuran; methanol / 3 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: 17.1 percent / HBr; acetic acid / 0.5 h / 220 °C 2: 92 percent / pyridine / 30 h / Heating 3: 62.8 percent / N,N-diethylaniline; POCl3 / 3 h / Heating 4: 89 percent / MeOMgCl / tetrahydrofuran; methanol / 3 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: 17.1 percent / HBr; acetic acid / 0.5 h / 220 °C 2: 92 percent / pyridine / 30 h / Heating 3: 62.8 percent / N,N-diethylaniline; POCl3 / 3 h / Heating 4: 89 percent / MeOMgCl / tetrahydrofuran; methanol / 3 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: 17.1 percent / HBr; acetic acid / 0.5 h / 220 °C 2: 92 percent / pyridine / 30 h / Heating 3: 62.8 percent / N,N-diethylaniline; POCl3 / 3 h / Heating 4: 89 percent / MeOMgCl / tetrahydrofuran; methanol / 3 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: 17.1 percent / HBr; acetic acid / 0.5 h / 220 °C 2: 92 percent / pyridine / 30 h / Heating 3: 62.8 percent / N,N-diethylaniline; POCl3 / 3 h / Heating 4: 89 percent / MeOMgCl / tetrahydrofuran; methanol / 3 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: 17.1 percent / HBr; acetic acid / 0.5 h / 220 °C 2: 92 percent / pyridine / 30 h / Heating 3: 62.8 percent / N,N-diethylaniline; POCl3 / 3 h / Heating 4: 89 percent / MeOMgCl / tetrahydrofuran; methanol / 3 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 68 percent / POCl3; N,N-dimethylaniline / 4.5 h / Heating 2: 68 percent / NH3 / tetrahydrofuran / 44 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: 68 percent / POCl3; N,N-dimethylaniline / 4.5 h / Heating 2: 68 percent / NH3 / tetrahydrofuran / 44 h / 20 °C 3: 75 percent / 2-methyl-propan-2-ol / 24 h / Heating 4: 77 percent / aq. HCl / dioxane / 2 h / 0 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 68 percent / POCl3; N,N-dimethylaniline / 4.5 h / Heating 2: 68 percent / NH3 / tetrahydrofuran / 44 h / 20 °C 3: 75 percent / 2-methyl-propan-2-ol / 24 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 1.) 1,1,1,3,3,3-hexamethyldisilazane, (NH4)2SO4, 2.) trimethylsilyl trifluoromethanesulfonate / 1.) 140 deg C, overnight, 2.) CH3CN, -20 deg C, 5 h 2: 29 percent / NaOMe / methanol / Ambient temperature |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 1.) 1,1,1,3,3,3-hexamethyldisilazane, (NH4)2SO4, 2.) trimethylsilyl trifluoromethanesulfonate / 1.) 140 deg C, overnight, 2.) CH3CN, -20 deg C, 5 h 2: 55 percent / NaOMe / methanol / Ambient temperature |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 85 percent / POCl3, PhNMe2 2: NaOH / tetrahydrofuran; H2O 3: 86 percent / dimethylformamide / 80 - 100 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 85 percent / POCl3, PhNMe2 2: NaOH / tetrahydrofuran; H2O 3: 87 percent / dimethylformamide / 80 - 100 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 85 percent / POCl3, PhNMe2 2: NaOH / tetrahydrofuran; H2O 3: 56 percent / dimethylformamide / 80 - 100 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 85 percent / POCl3, PhNMe2 2: NaOH / tetrahydrofuran; H2O |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: 70percent HNO3, HOAc 2: SnCl2, HCl 3: NaOH / H2O; methanol 4: HOAc / H2O |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: SnCl2, HCl 2: NaOH / H2O; methanol 3: HOAc / H2O |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: NaOH / H2O; methanol 2: HOAc / H2O |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
35% | In <i>N</i>-methyl-acetamide; water | 1 3-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl]-6,7-dimethoxy-1,2,3,4-tetrahydroquinazoline-2,4-dione (Compound No. 1) EXAMPLE 1 3-[2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl]-6,7-dimethoxy-1,2,3,4-tetrahydroquinazoline-2,4-dione (Compound No. 1) Two grams of 6,7-dimethoxy-1,2,3,4-tetrahydroquinazoline-2,4-dione was dissolved in 30 ml of dimethylformamide. After adding 1230 mg of sodium hydride thereto under cooling, the mixture was stirred for 10 minutes. Then, 23 grams of 2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl chloride was added and the stirring was continued at 70° C. for 6 hours. After the reaction was finished, water was added to the reaction mixture and the mixture was extracted with chloroform and concentrated. The resultant residue was purified through the silica gel chromatography and crystallized from methanol to obtain 1.4 g of the titled compound (yield: 35%). The characteristics of this compound were shown in Table 1. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
93% | R.16 Reference Example 16. Reference Example 16. 6,7-Dimethoxy-1-(2-trimethylsilyl)ethoxymethylquinazoline-2,4-dione In a similar manner to the procedures described in Reference Example 3, reactions were carried out using 6,7-dimethoxyquinazoline-2,4-dione, instead of pyrimidine-2,4-dione, and using 2-(trimethylsilyl)ethoxymethyl chloride, instead of benzyloxymethyl chloride, to give the title compound (yield 93%) as a white powder. 1H-Nuclear magnetic resonance spectrum (270 MHz, DNSO-d6) δ ppm: 11.52 (1H, s), 7.48 (1H, s), 7.03 (1H, s), 5.62 (2H, s), 4.00 (3H, s), 3.92 (3H, s), 3.73 (2H, t, J=8Hz), 0.98 (2H, t, J=8Hz), 0.04 (9H, s). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | With potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetone Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
69% | With potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetone Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
68% | With potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetone Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72% | With potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetone Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72% | With potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetone Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: trichlorophosphate / <i>N</i>,<i>N</i>-dimethyl-aniline 2: sodium acetate / ethanol / 20 °C 3: thionyl chloride / 4 h / Reflux 4: potassium carbonate / 1,4-dioxane / 20 °C / Cooling with ice |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: trichlorophosphate / <i>N</i>,<i>N</i>-dimethyl-aniline 2: sodium acetate / ethanol / 20 °C 3: thionyl chloride / 4 h / Reflux 4: potassium carbonate / 1,4-dioxane / 20 °C / Cooling with ice |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: trichlorophosphate / <i>N</i>,<i>N</i>-dimethyl-aniline 2: sodium acetate / ethanol / 24 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: trichlorophosphate / <i>N</i>,<i>N</i>-dimethyl-aniline 2: sodium acetate / ethanol / 24 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: trichlorophosphate / <i>N</i>,<i>N</i>-dimethyl-aniline 2: sodium acetate / ethanol / 24 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: trichlorophosphate / <i>N</i>,<i>N</i>-dimethyl-aniline 2: sodium acetate / ethanol / 24 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: trichlorophosphate / <i>N</i>,<i>N</i>-dimethyl-aniline 2: sodium acetate / ethanol / 24 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: trichlorophosphate / <i>N</i>,<i>N</i>-dimethyl-aniline 2: sodium acetate / ethanol / 24 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: trichlorophosphate / <i>N</i>,<i>N</i>-dimethyl-aniline 2: sodium acetate / ethanol / 20 °C 3: thionyl chloride / 4 h / Reflux 4: potassium carbonate / 1,4-dioxane / 20 °C / Cooling with ice |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: trichlorophosphate / <i>N</i>,<i>N</i>-dimethyl-aniline 2: sodium acetate / ethanol / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: trichlorophosphate / <i>N</i>,<i>N</i>-dimethyl-aniline 2: sodium acetate / ethanol / 20 °C 3: thionyl chloride / 4 h / Reflux |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: trichlorophosphate / <i>N</i>,<i>N</i>-dimethyl-aniline 2: sodium acetate / ethanol / 20 °C 3: thionyl chloride / 4 h / Reflux 4: potassium carbonate / 1,4-dioxane / 20 °C / Cooling with ice |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: trichlorophosphate / <i>N</i>,<i>N</i>-dimethyl-aniline 2: sodium acetate / ethanol / 20 °C 3: thionyl chloride / 4 h / Reflux 4: potassium carbonate / 1,4-dioxane / 20 °C / Cooling with ice |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: trichlorophosphate / <i>N</i>,<i>N</i>-dimethyl-aniline 2: sodium acetate / ethanol / 20 °C 3: thionyl chloride / 4 h / Reflux 4: potassium carbonate / 1,4-dioxane / 20 °C / Cooling with ice |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: trichlorophosphate / <i>N</i>,<i>N</i>-dimethyl-aniline 2: sodium acetate / ethanol / 20 °C 3: thionyl chloride / 4 h / Reflux 4: potassium carbonate / 1,4-dioxane / 20 °C / Cooling with ice |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: trichlorophosphate / <i>N</i>,<i>N</i>-dimethyl-aniline 2: sodium acetate / ethanol / 20 °C 3: thionyl chloride / 4 h / Reflux 4: potassium carbonate / 1,4-dioxane / 20 °C / Cooling with ice |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: trichlorophosphate / <i>N</i>,<i>N</i>-dimethyl-aniline 2: sodium acetate / ethanol / 20 °C 3: thionyl chloride / 4 h / Reflux 4: potassium carbonate / 1,4-dioxane / 20 °C / Cooling with ice |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: lithium hydroxide / dimethyl sulfoxide / 2 h / 40 °C 1.2: 12 h / 40 °C 1.3: pH 2 2.1: dicyclohexyl-carbodiimide; 3-hydroxy-3,4-dihydrobenzotriazine-4-one / N,N-dimethyl-formamide; dichloromethane / 3 h / 0 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: lithium hydroxide / dimethyl sulfoxide / 2 h / 40 °C 1.2: 12 h / 40 °C 1.3: pH 2 2.1: dicyclohexyl-carbodiimide; 3-hydroxy-3,4-dihydrobenzotriazine-4-one / N,N-dimethyl-formamide; dichloromethane / 3 h / 0 °C 3.1: lithium hydroxide / water; tetrahydrofuran / 0.75 h / 20 °C 3.2: 0 °C / pH 2 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | Stage #1: 6,7-dimethoxy-1H-quinazoline-2,4-dione With lithium hydroxide In dimethyl sulfoxide at 40℃; for 2h; Stage #2: bromoacetic acid In dimethyl sulfoxide at 40℃; for 12h; Stage #3: With hydrogenchloride In water regioselective reaction; | 4.3.2 Synthesis of the aromatic fused pyrimidine-2,4(3H)-dione-1-yl acetic acid General procedure: The typical procedure is as follows: 2 (10 mmol) and LiOH (25 mmol) was dissolved into DMSO (60 mL) and stirred at 40 °C for 2 h, to which a 5 mL DMSO solution of BrCH2COOH (10 mmol) was dropwise added inside within 5 min. The reaction was continued at 40 °C for 12 h. Then it was poured into 500 mL ethyl acetate. The resultant white or light yellow precipitates were collected and re-dissolved into 100 mL water. The water solution was adjusted to pH=6 using 4 M hydrochloric acid and then was put at 3-6 °C for 2 h. The precipitates (2) were then filtered out and the solution was again adjusted to pH=2 and put at 3-6 °C for another 2 h. The product 3 was filtered out in a typical yield shown in Tables 1 and 2, respectively. The yield for each compound of 3a-g was listed in Table 2. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | With potassium cyanate; acetic acid at 50 - 60℃; for 2.58333h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: trichlorophosphate / 24 h / 100 °C 2: ethanol / 24 h / Reflux |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: trichlorophosphate / 24 h / 100 °C 2: sodium t-butanolate; XPhos; palladium diacetate / <i>tert</i>-butyl alcohol; toluene / 1 h / 90 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: trichlorophosphate / 24 h / 100 °C 2: sodium t-butanolate; XPhos; palladium diacetate / <i>tert</i>-butyl alcohol; toluene / 1 h / 90 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: trichlorophosphate / 24 h / 100 °C 2: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 12 h / 80 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: trichlorophosphate / 24 h / 100 °C 2: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 12 h / 80 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: trichlorophosphate / 24 h / 100 °C 2: isopropyl alcohol / 24 h / Reflux |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: trichlorophosphate / 24 h / 100 °C 2: isopropyl alcohol / 24 h / Reflux |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
89% | Stage #1: 6,7-dimethoxy-1H-quinazoline-2,4-dione With N,O-Bis(trimethylsilyl)acetamide In chloroform at 20℃; for 2h; Inert atmosphere; Stage #2: methyl iodide In chloroform for 48h; Inert atmosphere; Reflux; | 147.1 Step (1): 6, 7-dimethoxyquinazoline-2 , 4 ( 1H, 3H) -dione 147a To a suspension of 6, 7-dimethoxyquinazoline-2 , 4 ( 1H, 3H) -dione (40.0 g, 180 mmol) in anhydrous chloroform (300 mL) was added (E) -trimethylsilyl N- (trimethylsilyl) acetimidate (156 mL, 630 mmol) , and the mixture was stirred at room temperature until a clear solution was obtained (2 h) . Iodomethane (168 mL, 2700 mmol) was then added. The reaction mixture was heated to reflux temperature for 48 h. After the solution was cooled to room temperature, sat. NaHC03 aq (30 mL) was added, and the precipitate was collected by filtration to afford compound 147a (38 g, 89% yield) as a white solid. LCMS : (M+H)+ : 237.1. |
89% | Stage #1: 6,7-dimethoxy-1H-quinazoline-2,4-dione With N,O-Bis(trimethylsilyl)acetamide In chloroform at 20℃; for 2h; Stage #2: methyl iodide In chloroform for 48h; Reflux; | 147.1 Compound 147a: 6,7-Dimethoxy-1-methylquinazoline-2,4(1H,3H)-dione In anhydrous chloroform (300 mL) To a suspension of 6,7-dimethoxyquinazoline-2,4 (1H, 3H) -dione (40.0 g, 180 mmol) (E)-trimethylsilyl N-(trimethylsilyl)acetimidate (156 mL, 630 mmol) was added and the mixture was stirred at room temperature until a clear solution was obtained (2 h). Next, iodomethane (168 mL, 2700 mmol) was added. The reaction mixture was heated to reflux for 48 h. After cooling the solution to room temperature, a saturated aqueous NaHCO 3 solution (30 mL) was added and the precipitate was collected by filtration to give Compound 147a (38 g, yield 89%) as a white solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.33 h / 60 °C 1.2: methanesulfonyl trimethylsilyl / 1 h / 60 °C 2.1: methylamine; methanol / 20 °C | ||
Multi-step reaction with 2 steps 1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.33 h / 60 °C 1.2: 1 h / 20 - 60 °C 2.1: methanol; methylamine / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.33 h / 60 °C 1.2: methanesulfonyl trimethylsilyl / 1 h / 60 °C 2.1: methylamine; methanol / 20 °C 3.1: toluene-4-sulfonic acid / acetone / 2 h / 20 °C | ||
Multi-step reaction with 3 steps 1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.33 h / 60 °C 1.2: 1 h / 20 - 60 °C 2.1: methanol; methylamine / 20 °C 3.1: toluene-4-sulfonic acid / acetone / 2 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.33 h / 60 °C 1.2: methanesulfonyl trimethylsilyl / 1 h / 60 °C 2.1: methylamine; methanol / 20 °C 3.1: toluene-4-sulfonic acid / acetone / 2 h / 20 °C 4.1: 1H-tetrazole / dichloromethane / 5 h / 20 °C 4.2: 0.33 h / 0 °C | ||
Multi-step reaction with 4 steps 1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.33 h / 60 °C 1.2: 1 h / 20 - 60 °C 2.1: methanol; methylamine / 20 °C 3.1: toluene-4-sulfonic acid / acetone / 2 h / 20 °C 4.1: 1H-tetrazole / dichloromethane / 5 h / 20 °C 4.2: 0.33 h / 0 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.33 h / 60 °C 1.2: methanesulfonyl trimethylsilyl / 1 h / 60 °C 2.1: methylamine; methanol / 20 °C 3.1: N,N-dimethyl-formamide / 6 h / Cooling with ice | ||
Multi-step reaction with 3 steps 1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.33 h / 60 °C 1.2: 1 h / 20 - 60 °C 2.1: methanol; methylamine / 20 °C 3.1: N,N-dimethyl-formamide / 6 h / Cooling with ice |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.33 h / 60 °C 1.2: methanesulfonyl trimethylsilyl / 1 h / 60 °C 2.1: methylamine; methanol / 20 °C 3.1: N,N-dimethyl-formamide / 6 h / Cooling with ice 4.1: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 60 °C | ||
Multi-step reaction with 4 steps 1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.33 h / 60 °C 1.2: 1 h / 20 - 60 °C 2.1: methanol; methylamine / 20 °C 3.1: N,N-dimethyl-formamide / 6 h / Cooling with ice 4.1: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 60 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.33 h / 60 °C 1.2: methanesulfonyl trimethylsilyl / 1 h / 60 °C 2.1: methylamine; methanol / 20 °C 3.1: N,N-dimethyl-formamide / 6 h / Cooling with ice 4.1: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 60 °C 5.1: pyridine; pyridine hydrofluoride / dichloromethane / 1 h / Cooling with ice | ||
Multi-step reaction with 5 steps 1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.33 h / 60 °C 1.2: 1 h / 20 - 60 °C 2.1: methanol; methylamine / 20 °C 3.1: N,N-dimethyl-formamide / 6 h / Cooling with ice 4.1: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 60 °C 5.1: pyridine; pyridine hydrogenfluoride / dichloromethane / 1 h / Cooling with ice |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.33 h / 60 °C 1.2: methanesulfonyl trimethylsilyl / 1 h / 60 °C 2.1: methylamine; methanol / 20 °C 3.1: N,N-dimethyl-formamide / 6 h / Cooling with ice 4.1: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 60 °C 5.1: pyridine; pyridine hydrofluoride / dichloromethane / 1 h / Cooling with ice 6.1: pyridine; dmap / 1 h / 20 °C | ||
Multi-step reaction with 6 steps 1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.33 h / 60 °C 1.2: 1 h / 20 - 60 °C 2.1: methanol; methylamine / 20 °C 3.1: N,N-dimethyl-formamide / 6 h / Cooling with ice 4.1: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 60 °C 5.1: pyridine; pyridine hydrogenfluoride / dichloromethane / 1 h / Cooling with ice 6.1: pyridine; dmap / 1 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.33 h / 60 °C 1.2: methanesulfonyl trimethylsilyl / 1 h / 60 °C 2.1: methylamine; methanol / 20 °C 3.1: toluene-4-sulfonic acid / acetone / 2 h / 20 °C 4.1: 1H-tetrazole / dichloromethane / 5 h / 20 °C 4.2: 0.33 h / 0 °C 5.1: trifluoroacetic acid / water / 2 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 7 steps 1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.33 h / 60 °C 1.2: methanesulfonyl trimethylsilyl / 1 h / 60 °C 2.1: methylamine; methanol / 20 °C 3.1: N,N-dimethyl-formamide / 6 h / Cooling with ice 4.1: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 60 °C 5.1: pyridine; pyridine hydrofluoride / dichloromethane / 1 h / Cooling with ice 6.1: pyridine; dmap / 1 h / 20 °C 7.1: diisopropylamine / tetrahydrofuran / 3 h / 20 °C / Cooling with ice | ||
Multi-step reaction with 7 steps 1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.33 h / 60 °C 1.2: 1 h / 20 - 60 °C 2.1: methanol; methylamine / 20 °C 3.1: N,N-dimethyl-formamide / 6 h / Cooling with ice 4.1: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 60 °C 5.1: pyridine; pyridine hydrogenfluoride / dichloromethane / 1 h / Cooling with ice 6.1: pyridine; dmap / 1 h / 20 °C 7.1: diisopropylamine / tetrahydrofuran / 3 h / 20 °C / Cooling with ice |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
91% | Step 1 Commercially available 6,7-dimethoxyquinazoline-2,4(1H,3H)-dione (220 mg, 0.991 mmol) and 1-O-acetyl-2,3,5-tri-O-benzoyl-beta-D-ribofuranose (500 mg, 0.991 mol) were dissolved in acetonitrile (5 mL), and N,O-bis(trimethylsilyl)acetamide (0.735 mL, 2.97 mmol) was added thereto, and the mixture was stirred at 60 C. for 20 minutes. After the reaction solution was cooled to room temperature, methanesulfonyl trimethylsilyl (0.627 mL, 3.47 mmol) was added thereto, and the mixture was stirred at 60 C. for 1 hour. After the reaction solution was cooled to room temperature, a saturated aqueous sodium bicarbonate solution was added thereto, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and then dried over sodium sulfate. The residue obtained by evaporating the solvent under reduced pressure was purified by column chromatography (heptane/ethyl acetate) to obtain (2R,3R,4R,5R)-2-((benzoyloxy)methyl)-5-(6,7-dimethoxy-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl)tetrahydrofuran-3,4-diyl dibenzoate (599 mg, yield: 91%). | |
91% | Step 1 Commercially available 6,7-dimethoxyquinazoline-2,4(1H,3H)-dione (220 mg, 0.991 mmol) and 1-O-acetyl-2,3,5-tri-O-benzoyl-beta-D-ribofuranose (500 mg, 0.991 mmol) were dissolved in acetonitrile (5 mL), and N,O-bis(trimethylsilyl)acetamide (0.735 mL, 2.97 mmol) was added thereto, and the mixture was stirred at 60 C. for 20 minutes. After the reaction solution was cooled to room temperature, methanesulfonyl trimethylsilyl (0.627 mL, 3.47 mmol) was added thereto, and the mixture was stirred at 60 C. for 1 hour. After the reaction solution was cooled to room temperature, a saturated aqueous sodium bicarbonate solution was added thereto, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and then dried over sodium sulfate. The residue obtained by evaporating the solvent under reduced pressure was purified by column chromatography (heptane/ethyl acetate) to obtain (2R,3R,4R,5R)-2-((benzoyloxy)methyl)-5-(6,7-dimethoxy-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl)tetrahydrofuran-3,4-diyl dibenzoate (599 mg, yield: 91%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99.1% | With carbon dioxide In water at 150℃; for 5h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.33 h / 60 °C 1.2: 1 h / 20 - 60 °C 2.1: methanol; methylamine / 20 °C 3.1: toluene-4-sulfonic acid / acetone / 2 h / 20 °C 4.1: 1H-tetrazole / dichloromethane / 5 h / 20 °C 4.2: 0.33 h / 0 °C 5.1: trifluoroacetic acid / water / 2 h / 20 °C 5.2: 3407 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
94.2% | With palladium 10% on activated carbon; p-toluenesulfonic acid monohydrate; hydrogen In methanol at 20℃; for 3h; | General procedure for the preparation of quinazoline-2,4(1H,3H)-dione (1a) General procedure: To a magnetically stirred solution of 2a (200 mg, 0.892 mmol) in CH3OH (50 mL) was added 10% Pd/C (10% Pd loaded on Carbon wetted with ca. 55% water, 20 mg) and PTSA · H2O (8.6 mg, 0.045 mmol). The reaction mixture was stirred under an atmosphere of hydrogen at room temperature for 3 h. After filtration of Pd/C and concentration under reduced pressure at 45 °C, 20 mL H2O was added to the residue and the mixture was stirred at 0 °C for 1 h. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: N,O-Bis(trimethylsilyl)acetamide / chloroform / 2 h / 20 °C 1.2: 48 h / Reflux 2.1: caesium carbonate / N,N-dimethyl-formamide / 50 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1.1: N,O-Bis(trimethylsilyl)acetamide / chloroform / 2 h / 20 °C 1.2: 48 h / Reflux 2.1: caesium carbonate / N,N-dimethyl-formamide / 50 °C 3.1: N-chloro-succinimide / N,N-dimethyl-formamide / 0.5 h / 95 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1.1: N,O-Bis(trimethylsilyl)acetamide / chloroform / 2 h / 20 °C 1.2: 48 h / Reflux 2.1: caesium carbonate / N,N-dimethyl-formamide / 50 °C 3.1: N-chloro-succinimide / N,N-dimethyl-formamide / 0.5 h / 95 °C 4.1: boron tribromide / dichloromethane / 2 h / -70 - 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
89% | Stage #1: 6,7-dimethoxy-1H-quinazoline-2,4-dione With trichlorophosphate In N,N-dimethyl-formamide at 105℃; for 4h; Stage #2: propan-1-ol at 60℃; for 0.75h; | 1-3 Preparation of 2,4-dichloro-6,7-dimethoxyquinazoline n-propanol solvate: In a dry and clean 1000mL three-necked flask, 6,7-dimethoxy-2,4-(1H,3H)-quinazolindione (formula VIII) 66.6g (0.3mol), and phosphorus oxychloride 380g (2.5mol) and 3mL of DMF were added and heated to 105°C, refluxed and reacted for 4h, under reduced pressure. The temperature of the reaction solution to controlled be below 80°C, excess phosphorus oxychloride were distilled off; The vacuum distilled residue was cooled to 15°C, and the remaining was poured into 500g crushed ice for quenching. Then extracted with dichloromethane 300mL×2 times, the extract was washed once with tap water, then with saturated brine, and dried with 50 g of anhydrous sodium sulfate; removed by suction, sodium sulfate and dichloromethane were distilled off under reduced pressure to obtain 80.7 g of 2,4-dichloro-6,7-dimethoxyquinazoline concentrate; 48 mL of n-propanol was added to the obtained concentrate and stirred at 60°C for 45 min, then 95mL of chloroform was added and stirred to precipitate crystals. The crystals were filtered, the filter cake was collected, and dried at 40°C for 5 hours to obtain 77.2 g of light yellow crystalline solid powder, mp: 162-165°C, yield: 89.0%, purity 99.4%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
68% | at 180℃; for 1h; | 2.1 Step-1: Synthesis of 6,7-dimethoxyquinazoline-2,4(1H,3H)-dione: A solid mixture of methyl 2-amino-4,5-dimethoxybenzoate (500 mg, 2.36 mmol, 1 eq) and urea (300 mg) was fused at 180 °C for 1 h. Progress of reaction was monitored by TLC. After completion reaction mixture was cooled to RT, diluted with cold water (100 mL) and allowed to stir for 5 minutes. Solid was filtered, washed with water and dried under vacuum to afford 6,7- dimethoxyquinazoline-2,4(1H,3H)-dione (360 mg, 68 %). LCMS: 222[M+1]+ |
Tags: 28888-44-0 synthesis path| 28888-44-0 SDS| 28888-44-0 COA| 28888-44-0 purity| 28888-44-0 application| 28888-44-0 NMR| 28888-44-0 COA| 28888-44-0 structure
[ 20197-88-0 ]
6,7-Dimethoxy-3-methylquinazoline-2,4(1H,3H)-dione
Similarity: 0.96
[ 20197-80-2 ]
6,7-Diethoxyquinazoline-2,4(1H,3H)-dione
Similarity: 0.96
[ 62484-17-7 ]
7-Ethoxy-6-methoxyquinazoline-2,4(1H,3H)-dione
Similarity: 0.96
[ 20197-80-2 ]
6,7-Diethoxyquinazoline-2,4(1H,3H)-dione
Similarity: 0.96
[ 62484-17-7 ]
7-Ethoxy-6-methoxyquinazoline-2,4(1H,3H)-dione
Similarity: 0.96
[ 20197-88-0 ]
6,7-Dimethoxy-3-methylquinazoline-2,4(1H,3H)-dione
Similarity: 0.96
[ 20197-80-2 ]
6,7-Diethoxyquinazoline-2,4(1H,3H)-dione
Similarity: 0.96
[ 62484-17-7 ]
7-Ethoxy-6-methoxyquinazoline-2,4(1H,3H)-dione
Similarity: 0.96
[ 20197-80-2 ]
6,7-Diethoxyquinazoline-2,4(1H,3H)-dione
Similarity: 0.96
[ 62484-17-7 ]
7-Ethoxy-6-methoxyquinazoline-2,4(1H,3H)-dione
Similarity: 0.96
[ 20197-88-0 ]
6,7-Dimethoxy-3-methylquinazoline-2,4(1H,3H)-dione
Similarity: 0.96
[ 20197-80-2 ]
6,7-Diethoxyquinazoline-2,4(1H,3H)-dione
Similarity: 0.96
[ 62484-17-7 ]
7-Ethoxy-6-methoxyquinazoline-2,4(1H,3H)-dione
Similarity: 0.96
[ 20197-80-2 ]
6,7-Diethoxyquinazoline-2,4(1H,3H)-dione
Similarity: 0.96
[ 62484-17-7 ]
7-Ethoxy-6-methoxyquinazoline-2,4(1H,3H)-dione
Similarity: 0.96
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 :