• Name

  8-NITROQUINAZOLIN-4-OL

• EINECS
• CAS No. 53638-54-3
• Article Data11
• CAS DataBase
• Density 1.64 g/cm³
• Solubility
• Melting Point 248 °C
• Formula C₈H₅N₃O₃
• Boiling Point 393 °C at 760 mmHg
• Molecular Weight 191.146
• Flash Point 191.5 °C
• Transport Information
• Appearance
• Safety
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms 8-Nitroquinazolin-4-ol;
• PSA 91.83000
• LogP 1.76680

Synthetic route

606-18-8

3-nitroanthranilic acid

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

formamide

53638-54-3

8-nitroquinazoline-4(3H)-one

Conditions

Conditions	Yield
at 140℃;	79%
at 210℃;
With trichlorophosphate at 100℃;

313279-12-8

2-amino-3-nitro-benzamide

4637-24-5

N,N-dimethyl-formamide dimethyl acetal

A

53638-54-3

8-nitroquinazoline-4(3H)-one

B

221448-39-1

3-methyl-8-nitroquinazolin-4-one

C

cis-N'-(2-amino-3-nitrobenzoyl)-N,N-dimethylformamidine

D

trans-N'-(2-amino-3-nitrobenzoyl)-N,N-dimethylformamidine

Conditions

Conditions	Yield
In tetrahydrofuran for 16h;	A 19% B 21% C n/a D n/a

...Expand

606-18-8

3-nitroanthranilic acid

53638-54-3

8-nitroquinazoline-4(3H)-one

Conditions

Conditions	Yield
With formamide In 2-methoxy-ethanol at 200℃; for 17h;	14%

606-18-8

3-nitroanthranilic acid

6313-33-3

formamidine hydrochloride

53638-54-3

8-nitroquinazoline-4(3H)-one

Conditions

Conditions	Yield
at 200℃;

18503-89-4

N,N-dimethylformamide diisopropyl acetal

313279-12-8

2-amino-3-nitro-benzamide

A

53638-54-3

8-nitroquinazoline-4(3H)-one

B

221448-39-1

3-methyl-8-nitroquinazolin-4-one

C

4-isopropoxy-8-nitroquinazoline

D

1332493-34-1

8-nitro-3-(prop-2-yl)quinazolin-4-one

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 150℃;

...Expand

606-18-8

3-nitroanthranilic acid

A

53638-54-3

8-nitroquinazoline-4(3H)-one

B

221448-39-1

3-methyl-8-nitroquinazolin-4-one

C

cis-N'-(2-amino-3-nitrobenzoyl)-N,N-dimethylformamidine

D

trans-N'-(2-amino-3-nitrobenzoyl)-N,N-dimethylformamidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: thionyl chloride / tetrahydrofuran; N,N-dimethyl-formamide / 16 h 2: tetrahydrofuran / 16 h View Scheme

...Expand

606-18-8

3-nitroanthranilic acid

A

53638-54-3

8-nitroquinazoline-4(3H)-one

B

221448-39-1

3-methyl-8-nitroquinazolin-4-one

C

4-isopropoxy-8-nitroquinazoline

D

1332493-34-1

8-nitro-3-(prop-2-yl)quinazolin-4-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: thionyl chloride / tetrahydrofuran; N,N-dimethyl-formamide / 16 h 2: N,N-dimethyl-formamide / 150 °C View Scheme

...Expand

606-18-8

3-nitroanthranilic acid

631-61-8

ammonium acetate

53638-54-3

8-nitroquinazoline-4(3H)-one

Conditions

Conditions	Yield
at 150℃; for 2h; Sealed tube;	1.8 g

606-18-8

3-nitroanthranilic acid

8-nitroquinazoline-4(3H)-one

8-nitroquinazoline-4(3H)-one

Conditions

Conditions	Yield
at 140℃;	79%
at 210℃;
With trichlorophosphate at 100℃;

53638-54-3

8-nitroquinazoline-4(3H)-one

8-aminoquinazolin-4(3H)-one

130148-49-1

8-aminoquinazolin-4(3H)-one

Conditions

Conditions	Yield
With stannous chloride dihydrate In ethyl acetate for 8h; Reflux;	72%
With methanol; nickel Hydrogenation;
With sodium sulfide; water
With 10% palladium on carbon; hydrogen In methanol; N,N-dimethyl-formamide

53638-54-3

8-nitroquinazoline-4(3H)-one

19815-18-0

4-chloro-8-nitroquinazoline

Conditions

Conditions	Yield
Stage #1: 8-nitroquinazoline-4(3H)-one With trichlorophosphate In N,N-dimethyl-aniline at 0 - 65℃; for 1.5h; Stage #2: With sodium hydrogencarbonate	59.63%
With phosphorus pentachloride; trichlorophosphate
With phosphorus pentachloride; trichlorophosphate for 4h; Reagent/catalyst; Reflux;	1 g

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: POCl3; PCl5 2: methanol 3: palladium/CaCO3; methanol / Hydrogenation View Scheme

8-Nitro-1H-quinazolin-4-one Specification