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Name	6,7-Dimethoxy-3,4-dihydroquinazoline-4-one	EINECS	635-063-9
CAS No.	13794-72-4	Density	1.33 g/cm³
PSA	64.21000	LogP	0.94030
Solubility	N/A	Melting Point	309-311 °C
Formula	C₁₀H₁₀N₂O₃	Boiling Point	374.1 °C at 760 mmHg
Molecular Weight	206.201	Flash Point	180.1 °C
Transport Information	N/A	Appearance	White to off-white crystalline powder
Safety	26-37/39	Risk Codes	20/21/22-36/37/38
Molecular Structure		Hazard Symbols	Xn,Xi
Synonyms	4(1H)-Quinazolinone,6,7-dimethoxy- (9CI);6,7-Dimethoxy-4(3H)-quinazolinone;6,7-Dimethoxy-4-quinazolone;6,7-Dimethoxyquinazoline-4(3H)-one;6,7-Dimethoxyquinazoline-4-one;6,7-Dimethoxy-1H-quinazolin-4-one;	Article Data	137

6,7-Dimethoxy-3,4-dihydroquinazoline-4-one Synthetic route

: 26759-46-6
methyl 2-amino-4,5-dimethoxybenzoate

: 13794-72-4
3H-6,7-dimethoxyquinazolin-4-one

Conditions

Conditions	Yield
With sodium methylate; formamide In methanol; N,N-dimethyl-formamide for 10h; Heating;	97%

: 3473-63-0
formamidine acetic acid

: 5653-40-7
2-Amino-4,5-dimethoxybenzoic acid

: 13794-72-4
3H-6,7-dimethoxyquinazolin-4-one

Conditions

Conditions	Yield
In dimethyl sulfoxide at 140 - 170℃;	95.7%
In 2-methoxy-ethanol at 125℃; for 8h;	89.5%
Stage #1: formamidine acetic acid; 2-Amino-4,5-dimethoxybenzoic acid In ethyl methyl ether Reflux; Stage #2: With ammonium hydroxide In water	89%

: 20323-74-4
2-carboethoxy-4,5-dimethoxyaniline

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

: 13794-72-4
3H-6,7-dimethoxyquinazolin-4-one

Conditions

Conditions	Yield
at 165 - 170℃;	95%
at 168 - 170℃; Inert atmosphere;	89%
at 165 - 170℃; for 6h; Inert atmosphere;	73.2%

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

: 5653-40-7
2-Amino-4,5-dimethoxybenzoic acid

: 13794-72-4
3H-6,7-dimethoxyquinazolin-4-one

Conditions

Conditions	Yield
at 110 - 115℃; for 3h;	94.45%
at 140 - 145℃; for 4h;	93%
at 150℃;	89%

: 26759-46-6
methyl 2-amino-4,5-dimethoxybenzoate

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

: 13794-72-4
3H-6,7-dimethoxyquinazolin-4-one

Conditions

Conditions	Yield
With ammonia; acetic acid at 150℃; for 2h; Product distribution / selectivity;	93%
With ammonium acetate at 150℃; for 2h; Product distribution / selectivity;	92.1%
With formic acid at 145℃; for 18h;	91%

: 16712-16-6, 64165-14-6, 65387-22-6, 70179-79-2, 540-69-2
ammonium formate

: 5653-40-7
2-Amino-4,5-dimethoxybenzoic acid

: 13794-72-4
3H-6,7-dimethoxyquinazolin-4-one

Conditions

Conditions	Yield
With trimethyl orthoformate In methanol at 70℃; for 4h; Reflux;	93%
With trimethyl orthoformate In methanol at 70℃; for 4h;	93%

: 13790-39-1
6,7-dimethoxy-4-chloroquinazoline

: 13794-72-4
3H-6,7-dimethoxyquinazolin-4-one

Conditions

Conditions	Yield
With potassium hydroxide In tetrahydrofuran; water at 75℃; for 24h;	91%

: 5653-40-7
2-Amino-4,5-dimethoxybenzoic acid

: 463-52-5
formamidine

: 13794-72-4
3H-6,7-dimethoxyquinazolin-4-one

Conditions

Conditions	Yield
In 2-methoxy-ethanol at 100℃;	88%

: 4101-33-1
6,7-dimethoxy-N,N-quinazoline

: 13794-72-4
3H-6,7-dimethoxyquinazolin-4-one

Conditions

Conditions	Yield
With ammonium cerium (IV) nitrate; acetic acid In water	86%
With peracetic acid; sulfuric acid In ethanol at 60℃; for 4h; Solvent; Reagent/catalyst;	83%
With ammonium cerium (IV) nitrate; acetic acid In water at 20℃; for 0.0833333h;

: 67-56-1
methanol

: 5004-88-6
4,5-dimethoxyanthranilamide

: 13794-72-4
3H-6,7-dimethoxyquinazolin-4-one

Conditions

Conditions	Yield
With [Cp*Ir(2,2′-bpyO)(H2O)]; caesium carbonate at 130℃; for 2h; Microwave irradiation; Green chemistry;	86%
With [Cp*Ir(2,2'-bpyO)(H2O)]; caesium carbonate at 130℃; for 2h; Inert atmosphere; Microwave irradiation;	86%
With oxygen; copper(II) acetate monohydrate; caesium carbonate at 110℃; for 6h;	49%

6,7-Dimethoxy-3,4-dihydroquinazoline-4-one Chemical Properties

IUPAC Name: 6,7-Dimethoxy-1H-quinazolin-4-one
Synonyms of 6,7-Dimethoxy-3,4-dihydroquinazoline-4-one (CAS NO.13794-72-4): 6,7-Dimethoxy-1H-quinazolin-4-one ; 6,7-Dimethoxy-4(3H)-quinazolinone ; 4(1H)-Quinazolinone,6,7-dimethoxy- (9CI)
CAS NO: 13794-72-4
Molecular Formula: C₁₀H₁₀N₂O₃
Molecular Weight: 206.20
Molecular Structure:
H bond acceptors: 5
H bond donors: 1
Freely Rotating Bonds: 2
Polar Surface Area: 51.13 Å²
Index of Refraction: 1.6
Molar Refractivity: 52.89 cm³
Molar Volume: 154.5 cm³
Surface Tension: 44.6 dyne/cm
Density: 1.33 g/cm³
Flash Point: 180.1°C
Melting point: 309-311°C
Enthalpy of Vaporization: 62.15 kJ/mol
Boiling Point: 374.1 °C at 760 mmHg
Vapour Pressure: 8.53E-06 mmHg at 25°C
SMILES: O=C2\N=C/Nc1cc(OC)c(OC)cc12
InChI: InChI=1/C10H10N2O3/c1-14-8-3-6-7(4-9(8)15-2)11-5-12-10(6)13/h3-5H,1-2H3,(H,11,12,13)
InChIKey: DMSRMHGCZUXCMJ-UHFFFAOYAF
Std. InChI: InChI=1S/C10H10N2O3/c1-14-8-3-6-7(4-9(8)15-2)11-5-12-10(6)13/h3-5H,1-2H3,(H,11,12,13)
Std. InChIKey: DMSRMHGCZUXCMJ-UHFFFAOYSA-N
Product Categories of 6,7-Dimethoxy-3,4-dihydroquinazoline-4-one (CAS NO.13794-72-4): blocks;Heterocycles;Quinolines;pharmacetical;Tinibs;Intermediates;Intermediates & Fine Chemicals;Pharmaceuticals

6,7-Dimethoxy-3,4-dihydroquinazoline-4-one Uses

6,7-Dimethoxy-3,4-dihydroquinazoline-4-one (CAS NO.13794-72-4) is used ad Gefitinib intermediate.

6,7-Dimethoxy-3,4-dihydroquinazoline-4-one Safety Profile

Safety Information about 6,7-Dimethoxy-3,4-dihydroquinazoline-4-one (CAS NO.13794-72-4):
Hazard Codes: Harmful Xn,Xi
Risk Statements: 20/21/22-36/37/38
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39: Wear suitable gloves and eye/face protection.
Hazard Note: Irritant
HazardClass: IRRITANT

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