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199327-61-2

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Basic Information
CAS No.: 199327-61-2
Name: 7-Methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4(3H)-one
Article Data: 25
Molecular Structure:
Molecular Structure of 199327-61-2 (7-Methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4(3H)-one)
Formula: C16H21N3O4
Molecular Weight: 319.36
Synonyms: 4(1H)-Quinazolinone,7-methoxy-6-[3-(4-morpholinyl)propoxy]- (9CI);4(3H)-Quinazolinone,7-methoxy-6-[3-(4-morpholinyl)propoxy]-;
EINECS: 429-400-7
Density: 1.327 g/cm3
Melting Point: 233-236 °C
Boiling Point: 519.53 °C at 760 mmHg
Flash Point: 268.002 °C
PSA: 76.68000
LogP: 0.97070
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Synthetic route

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4 (3-bromopropyl)-morpholine

199327-61-2

7-methoxy-6-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-one

Conditions
ConditionsYield
With 1-butyl-3-methylimidazolium Tetrafluoroborate In tetrahydrofuran at 65 - 70℃; for 5h;93.8%
7357-67-7

4-(3-chloropropyl)morpholine

C9H6N2O3(2-)*2K(1+)

199327-61-2

7-methoxy-6-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-one

Conditions
ConditionsYield
With 1-butyl-3-methylimidazolium Tetrafluoroborate In N,N-dimethyl-formamide at 55 - 60℃; for 5h;93.7%
1417436-51-1

4-(3-iodopropyl)morpholine

C9H6N2O3(2-)*2K(1+)

199327-61-2

7-methoxy-6-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-one

Conditions
ConditionsYield
With 1-butyl-3-methylimidazolium Tetrafluoroborate In N,N-dimethyl-formamide at 75 - 80℃; for 5h;91.2%
3473-63-0

formamidine acetic acid

214472-41-0

methyl 5-(3-morpholinopropoxy)-2-amino-4-methoxy-benzoate

199327-61-2

7-methoxy-6-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-one

Conditions
ConditionsYield
In ethanol for 4h; Reflux;88%
In methanol at 50 - 60℃; for 6h;81.73%
In 2-methoxy-ethanol at 115℃; for 2h;78%
In methanol at 50 - 60℃; for 6h;
246512-44-7

2-amino-4-methoxy-5-[3-(morpholin-4-yl)propoxy]benzamide

50-00-0

formaldehyd

199327-61-2

7-methoxy-6-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-one

Conditions
ConditionsYield
In water at 130℃; for 48h;88%
1208902-96-8

7-methoxy-6-(3'-N-morpholino)propoxyquinazoline

199327-61-2

7-methoxy-6-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-one

Conditions
ConditionsYield
Stage #1: 7-methoxy-6-(3'-N-morpholino)propoxyquinazoline With ammonium cerium (IV) nitrate; acetic acid In water
Stage #2: With sodium hydroxide In water		87%
With peracetic acid; sulfuric acid In ethanol at 60℃; for 12h;85%
675126-26-8

2-nitro-4-methoxy-5-[3-(morpholin-4-yl)propoxy]benzonitrile

64-18-6

formic acid

199327-61-2

7-methoxy-6-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-one

Conditions
ConditionsYield
Stage #1: 2-nitro-4-methoxy-5-[3-(morpholin-4-yl)propoxy]benzonitrile With iron(III) chloride; hydrazine hydrate In methanol; water for 3h; Heating;
Stage #2: formic acid With hydrogenchloride In water at 90 - 130℃; Further stages.;		86%
Stage #1: 2-nitro-4-methoxy-5-[3-(morpholin-4-yl)propoxy]benzonitrile With iron(III) chloride; hydrazine hydrate In methanol; water at 80℃; for 3.5h;
Stage #2: formic acid With hydrogenchloride In water at 130℃; for 4h;		68.65%
Stage #1: 2-nitro-4-methoxy-5-[3-(morpholin-4-yl)propoxy]benzonitrile With iron(III) chloride; hydrazine hydrate In methanol; water for 3h; Reflux;
Stage #2: formic acid With hydrogenchloride In water at 130℃; for 3.5h;		58%

C16H20N2O6

199327-61-2

7-methoxy-6-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-one

Conditions
ConditionsYield
With formamidine acetic acid82%
246512-44-7

2-amino-4-methoxy-5-[3-(morpholin-4-yl)propoxy]benzamide

64-18-6

formic acid

199327-61-2

7-methoxy-6-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-one

Conditions
ConditionsYield
Stage #1: 2-amino-4-methoxy-5-[3-(morpholin-4-yl)propoxy]benzamide; formic acid With formamide at 20 - 100℃;
Stage #2: at 100℃; for 7h;		78%
Stage #1: 2-amino-4-methoxy-5-[3-(morpholin-4-yl)propoxy]benzamide; formic acid In dichloromethane at 100℃; for 5h; Acidic conditions;
Stage #2: With hydrogenchloride In water at 70℃; for 3h; Acidic aqueous solution;
Stage #3: With sodium hydroxide In water at 20 - 25℃; Alkaline aqueous solution;
With formamide at 20℃; for 8h; Reflux;3.3 g
16712-16-6, 64165-14-6, 65387-22-6, 70179-79-2, 540-69-2

ammonium formate

77287-34-4, 77287-35-5, 60100-09-6

formamide

214472-41-0

methyl 5-(3-morpholinopropoxy)-2-amino-4-methoxy-benzoate

199327-61-2

7-methoxy-6-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-one

Conditions
ConditionsYield
at 170℃; for 3h;71.1%
...Expand
Raw Materials
861453-11-4
675126-26-8
52805-46-6
246512-44-7
214472-37-4
184475-35-2
621-59-0
675126-27-9
Downstream Products
847949-49-9
184475-35-2
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Chemistry

Molecular structure of 7-Methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4(3H)-one (CAS NO.199327-61-2) is:

Product Name: 7-Methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4(3H)-one 
Empirical Formula: C16H21N3O4
Molecular Weight: 319.3556
CAS Registry Number: 199327-61-2
Index of Refraction: 1.611
Molar Refractivity: 83.535 cm3
Molar Volume: 240.745 cm3
Surface Tension: 49.021 dyne/cm
Density: 1.327 g/cm3
Flash Point: 268.002 °C
Enthalpy of Vaporization: 79.231 kJ/mol
Boiling Point: 519.53 °C at 760 mmHg
Product Categories: Heterocycles; Intermediates; Intermediates & Fine Chemicals; Pharmaceuticals

Uses

 7-Methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4(3H)-one (CAS NO.199327-61-2) can be used as Gefitinib intermediate.

Specification

 7-Methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4(3H)-one , its cas register number is 199327-61-2. It also can be called 7-methoxy-6-[3-(morpholin-4-yl)propoxy]quinazolin-4(1H)-one ; 7-Methoxy-6-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-one ; 7-Methoxy-6-[3-(4-morpholinyl)propoxy]-4(3H)-quinazolinone .