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Cas Database |
| Name |
4-Chloro-6,7-bis(2-methoxyethoxy)quinazoline |
EINECS | 605-994-5 |
| CAS No. | 183322-18-1 | Density | 1.257 g/cm3 |
| PSA | 62.70000 | LogP | 2.33360 |
| Solubility | N/A | Melting Point |
105-107 °C |
| Formula | C14H17ClN2O4 | Boiling Point | 446.7 °C at 760 mmHg |
| Molecular Weight | 312.753 | Flash Point | 224 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | 26-39 | Risk Codes | 22-41 |
| Molecular Structure |
|
Hazard Symbols | Xn |
| Synonyms |
4-Chloro-6,7-bis-(1-methoxy-ethoxy)-quinazoline;4-Chloro-6,7-(2-methoxyethoxy)-quinazoline;4-chloro-6,7-bis(2-methoxyethoxy)-4(3H)-quinazoline; |
Article Data | 51 |
4-Chloro-6,7-bis(2-methoxyethoxy)quinazoline Synthetic route
- 179688-29-0
6,7-bis(2-methoxyethoxy)quinazolin-4(3H)-one
- 183322-18-1
4-chloro-6,7-bis(2-methoxyethoxy)quinazoline
| Conditions | Yield |
|---|---|
| With N-ethyl-N,N-diisopropylamine; trichlorophosphate In toluene Heating; | 100% |
| With triethylamine; trichlorophosphate In toluene at 70 - 80℃; for 3h; | 90% |
| Stage #1: 6,7-bis-(2-methoxyethoxy)-4(3H)quinazolinone With thionyl chloride; N,N-dimethyl-formamide In dichloromethane for 6h; Reflux; Stage #2: With sodium hydroxide In dichloromethane at 20℃; for 0.5h; pH=7 - 8; | 89.5% |
| With thionyl chloride; N,N-dimethyl-formamide In dichloromethane for 6h; Reflux; | 89.5% |
- 183322-18-1
4-chloro-6,7-bis(2-methoxyethoxy)quinazoline
| Conditions | Yield |
|---|---|
| With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 50℃; for 3h; | 99.3% |
- 179688-29-0
6,7-bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one
- 183322-18-1
4-chloro-6,7-bis(2-methoxyethoxy)quinazoline
| Conditions | Yield |
|---|---|
| With oxalyl dichloride In chloroform; N,N-dimethyl-formamide for 1.5h; Heating; | 98% |
| With oxalyl dichloride In dichloromethane Solvent; Reagent/catalyst; Temperature; Reflux; Large scale; | 97% |
| With thionyl chloride In N,N-dimethyl-formamide at 60℃; Temperature; Concentration; | 95.6% |
- 179688-29-0
C14H18N2O5
- 183322-18-1
4-chloro-6,7-bis(2-methoxyethoxy)quinazoline
| Conditions | Yield |
|---|---|
| With trichlorophosphate In dichloromethane; N,N-dimethyl-formamide at 20℃; for 6h; Reagent/catalyst; | 97.1% |
| With thionyl chloride In dichloromethane; N,N-dimethyl-formamide at 30℃; for 5 - 13h; Product distribution / selectivity; Heating / reflux; | |
| Stage #1: C14H18N2O5 With thionyl chloride In dichloromethane; N,N-dimethyl-formamide at 30℃; for 5h; Heating / reflux; Stage #2: With sodium hydroxide In dichloromethane; water; N,N-dimethyl-formamide at 25℃; for 0.25 - 0.333333h; pH=7 - 8; | |
| Stage #1: C14H18N2O5 With thionyl chloride In dichloromethane; N,N-dimethyl-formamide at 30℃; for 5h; Heating / reflux; Stage #2: With sodium hydroxide In dichloromethane; water; N,N-dimethyl-formamide at 25℃; for 0.25 - 0.333333h; pH=7 - 8; | |
| With thionyl chloride; N,N-dimethyl-formamide In dichloromethane for 5 - 13h; Product distribution / selectivity; Heating / reflux; |
- 183322-18-1
4-chloro-6,7-bis(2-methoxyethoxy)quinazoline
| Conditions | Yield |
|---|---|
| 92% | |
| 92% | |
| With oxalyl dichloride; N,N-dimethyl-formamide In methanol for 1.5h; Reflux; | 92% |
| With oxalyl dichloride In chloroform; N,N-dimethyl-formamide for 1.5h; Heating / reflux; |
- 1006377-63-4
C13H19NO5
- 183322-18-1
4-chloro-6,7-bis(2-methoxyethoxy)quinazoline
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1.1: acetic anhydride / 110 °C 2.1: 85 percent / aq. nitric acid / acetic acid / 8 h / 45 - 50 °C 3.1: FeCl3; hydrazine hydrate / H2O; methanol / 3 h / Heating 3.2: 81 percent / HCl / H2O / 90 - 130 °C 4.1: 94 percent / thionyl chloride / dimethylformamide / 2 h / Heating View Scheme |
- 80407-68-7
3,4-bis(2-methoxyethoxy) benzonitrile
- 183322-18-1
4-chloro-6,7-bis(2-methoxyethoxy)quinazoline
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1.1: 85 percent / aq. nitric acid / acetic acid / 8 h / 45 - 50 °C 2.1: FeCl3; hydrazine hydrate / H2O; methanol / 3 h / Heating 2.2: 81 percent / HCl / H2O / 90 - 130 °C 3.1: 94 percent / thionyl chloride / dimethylformamide / 2 h / Heating View Scheme | |
| Multi-step reaction with 5 steps 1: nitric acid 2: dihydrogen peroxide 3: palladium on activated charcoal; ammonium formate 4: water / 24 h / 130 °C 5: trichlorophosphate; triethylamine View Scheme |
- 236750-65-5
2-nitro-4,5-bis(2-methoxyethoxy)benzonitrile
- 183322-18-1
4-chloro-6,7-bis(2-methoxyethoxy)quinazoline
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: FeCl3; hydrazine hydrate / H2O; methanol / 3 h / Heating 1.2: 81 percent / HCl / H2O / 90 - 130 °C 2.1: 94 percent / thionyl chloride / dimethylformamide / 2 h / Heating View Scheme | |
| Multi-step reaction with 3 steps 1: hydrazine hydrate / water / 3 h / 20 - 30 °C 2: trifluoroacetic acid / ethyl acetate / 4 h / Reflux 3: trichlorophosphate; N,N-dimethyl-formamide / ethyl acetate / 2 h / 70 °C / Inert atmosphere View Scheme | |
| Multi-step reaction with 4 steps 1: dihydrogen peroxide 2: palladium on activated charcoal; ammonium formate 3: water / 24 h / 130 °C 4: trichlorophosphate; triethylamine View Scheme |
- 80407-64-3
3,4-bis(2-methoxyethoxy)benzaldehyde
- 183322-18-1
4-chloro-6,7-bis(2-methoxyethoxy)quinazoline
| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 1.1: hydroxylamine hydrochloride; pyridine / methanol / Heating 2.1: acetic anhydride / 110 °C 3.1: 85 percent / aq. nitric acid / acetic acid / 8 h / 45 - 50 °C 4.1: FeCl3; hydrazine hydrate / H2O; methanol / 3 h / Heating 4.2: 81 percent / HCl / H2O / 90 - 130 °C 5.1: 94 percent / thionyl chloride / dimethylformamide / 2 h / Heating View Scheme | |
| Multi-step reaction with 6 steps 1: hydroxylamine hydrochloride; acetic anhydride 2: nitric acid 3: dihydrogen peroxide 4: palladium on activated charcoal; ammonium formate 5: water / 24 h / 130 °C 6: trichlorophosphate; triethylamine View Scheme |
- 139-85-5
3,4-dihydroxybenzaldehyde
- 183322-18-1
4-chloro-6,7-bis(2-methoxyethoxy)quinazoline
| Conditions | Yield |
|---|---|
| Multi-step reaction with 6 steps 1.1: 98 percent / potassium carbonate / dimethylformamide / 100 °C 2.1: hydroxylamine hydrochloride; pyridine / methanol / Heating 3.1: acetic anhydride / 110 °C 4.1: 85 percent / aq. nitric acid / acetic acid / 8 h / 45 - 50 °C 5.1: FeCl3; hydrazine hydrate / H2O; methanol / 3 h / Heating 5.2: 81 percent / HCl / H2O / 90 - 130 °C 6.1: 94 percent / thionyl chloride / dimethylformamide / 2 h / Heating View Scheme |
4-Chloro-6,7-bis(2-methoxyethoxy)quinazoline Chemical Properties
Empirical Formula: C14H17ClN2O4
Molecular Weight: 312.7488
Nominal Mass: 312 Da
Average Mass: 312.7488 Da
Monoisotopic Mass: 312.087685 Da
Index of Refraction: 1.561
Molar Refractivity: 80.55 cm3
Molar Volume: 248.7 cm3
Surface Tension: 45.8 dyne/cm
Density: 1.257 g/cm3
Flash Point: 224 °C
Enthalpy of Vaporization: 67.78 kJ/mol
Boiling Point: 446.7 °C at 760 mmHg
Vapour Pressure: 9.41E-08 mmHg at 25 °C
Melting point: 105-107 °C
Structure of 4-Chloro-6,7-bis(2-methoxyethoxy)quinazoline (CAS NO.183322-18-1):
Product Category of 4-Chloro-6,7-bis(2-methoxyethoxy)quinazoline (CAS NO.183322-18-1):
Product Categor: Intermidiate of Erlotinib hydrochloride;API intermediates
4-Chloro-6,7-bis(2-methoxyethoxy)quinazoline Uses
4-Chloro-6,7-bis(2-methoxyethoxy)quinazoline (CAS NO.183322-18-1) is used as a chiral pharmaceutical intermediate.
4-Chloro-6,7-bis(2-methoxyethoxy)quinazoline Specification
4-Chloro-6,7-bis(2-methoxyethoxy)quinazoline , its cas register number is 183322-18-1. It also can be called 6,7-Bis(2-methoxyethoxy)-4-chloroquinazoline ; and 4-Chloro-6,7-(2-methoxyethoxy)quinazoline .
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