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179688-29-0

Basic Information
CAS No.: 179688-29-0
Name: 6,7-Bis-(2-methoxyethoxy)-4(3H)-quinazolinone
Article Data: 47
Molecular Structure:
Molecular Structure of 179688-29-0 (6,7-Bis-(2-methoxyethoxy)-4(3H)-quinazolinone)
Formula: C14H18N2O5
Molecular Weight: 294.307
Synonyms: 6,7-bis-(2-Methoxyethoxy)quinazolin-4(3h)-one;4(1H)-Quinazolinone,6,7-bis(2-methoxyethoxy)- (9CI);6,7-Bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one;6,7-Bis(2-methoxyethoxy)quinazolin-4(3H)-one;6,7-Di(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one;4(3H)-Quinazolinone,6,7-bis(2-methoxyethoxy)-;
EINECS: 605-867-4
Density: 1.26 g/cm3
Melting Point: 185-189 °C
Boiling Point: 467.8 °C at 760 mmHg
Flash Point: 236.7 °C
Appearance: off-white solid
PSA: 82.67000
LogP: 0.97350
Synthetic route

C14H17NO6

179688-29-0

6,7-bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one

Conditions
ConditionsYield
With ammonium hydroxide; tetrabutylammomium bromide for 0.0833333h; Time; Irradiation;99.2%
With ammonium hydroxide; tetrabutylammomium bromide In dichloromethane at 20℃; Reagent/catalyst;99.2%
With ammonium hydroxide; tetrabutylammomium bromide for 0.0833333h; Time; Sonication;99.2%
With ammonium hydroxide; tetrabutyl ammonium fluoride at 20℃; for 0.25h; Time; Sonication;99.2%
3473-63-0

formamidine acetic acid

179688-27-8

ethyl 2-amino-4,5-bis(2-methoxyethoxy)-benzoate

179688-29-0

6,7-bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one

Conditions
ConditionsYield
Stage #1: formamidine acetic acid; ethyl 2-amino-4,5-bis(2-methoxyethoxy)-benzoate In butan-1-ol at 80℃; for 5h; Inert atmosphere;
Stage #2: In Isopropyl acetate for 1h; Reflux;
98%
In ethanol at 55℃; for 3h; Concentration; Temperature; Solvent; Green chemistry;98.5%
In 2-methoxy-ethanol at 125℃; for 8h;63.5%
1208902-93-5

6,7-di(2'-methoxyethoxy)quinazoline

179688-29-0

6,7-bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one

Conditions
ConditionsYield
With peracetic acid; sulfuric acid In ethanol at 60℃; for 4h;93%
Stage #1: 6,7-di(2'-methoxyethoxy)quinazoline With ammonium cerium (IV) nitrate; acetic acid In water
Stage #2: With sodium hydroxide In water
88%
107-31-3

Methyl formate

476168-17-9

2-amino-4,5-bis-(2-methoxyethoxy)-benzoic acid methyl ester

179688-29-0

6,7-bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one

Conditions
ConditionsYield
With ammonia In methanol for 7h; Concentration; Reflux;92%
50-00-0

formaldehyd

236750-62-2

2-amino-4,5-bis(2-methoxyethyloxy)benzamide

179688-29-0

6,7-bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one

Conditions
ConditionsYield
In water at 130℃; for 24h; Temperature;92%
119072-55-8, 7188-38-7

tert-butylisonitrile

236750-62-2

2-amino-4,5-bis(2-methoxyethyloxy)benzamide

179688-29-0

6,7-bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one

Conditions
ConditionsYield
With chloro-trimethyl-silane In acetonitrile at 70℃;92%
179688-27-8

ethyl 2-amino-4,5-bis(2-methoxyethoxy)-benzoate

179688-29-0

6,7-bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one

Conditions
ConditionsYield
With ammonium formate In N,N-dimethyl-formamide at 160℃;79%

2-((6,7-bis(2-methoxyethoxy))-4-quinazolinylamino)-ethanol

179688-29-0

6,7-bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one

Conditions
ConditionsYield
With hydrogenchloride In water at 100 - 105℃; for 2h;71%
With hydrogenchloride In water at 100 - 105℃; for 2h;
179688-27-8

ethyl 2-amino-4,5-bis(2-methoxyethoxy)-benzoate

179688-29-0

6,7-bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one

Conditions
ConditionsYield
In formamide at 160℃; for 3h;62%
1006377-63-4

C13H19NO5

179688-29-0

6,7-bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one

Conditions
ConditionsYield
Multi-step reaction with 3 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
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Chemistry


Molecular Formula: C14H18N2O5
Molecular Weight: 294.30 g/mol
Product Categories: intermidiate of Erlotinib hydrochloride; Erlotinib;Aromatics Compounds; Intermediate of erlotinib hydrochloride; Aromatics; Heterocycles; Intermediates
Index of Refraction: 1.552 
Molar Refractivity: 74.11 cm3 
Molar Volume: 231.9 cm3 
Polarizability: 29.38×10-24 cm3 
Surface Tension: 42.4 dyne/cm 
Density: 1.26 g/cm
Flash Point: 236.7 °C 
Enthalpy of Vaporization: 72.99 kJ/mol 
Boiling Point: 467.8 °C at 760 mmHg 
Melting Point: 185-189 °C
Vapour Pressure of 6,7-Bis-(2-methoxyethoxy)-4(3H)-quinazolinone (CAS NO.179688-29-0): 6.3E-09 mmHg at 25 °C

Uses

 6,7-Bis-(2-methoxyethoxy)-4(3H)-quinazolinone (CAS NO.179688-29-0) is used as an intermediate in the synthesis of erlotini.

Specification

  6,7-Bis-(2-methoxyethoxy)-4(3H)-quinazolinone (CAS NO.179688-29-0), its Synonyms are 6,7-Bis(2-Methoxyethoxy)-3,4-dihydroquinazolin-4-one ; 6,7-Bis-(2-methoxyethoxy)quinazolin-4(3H)-one ; 6,7-Bis(2-methoxyethoxy)-quinazolin-4-one . It is off-white solid.