14663-46-8

Basic information

• Product Name: 3-AMINO-4(3H)-QUINAZOLINONE 97
• Synonyms: 3-AMINO-4(3H)-QUINAZOLINONE 97;3-amino-4(3h)-quinazolinon;3-Amino-3,4-dihydroquinazoline-4-one;3-Amino-4(3H)-quinazolinone
• CAS NO: 14663-46-8
• Molecular Formula: C₈H₇N₃O
• Molecular Weight: 161.16068
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Quinazolines;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 14663-46-8.mol
• Article Data: 16

Chemical Properties

• Melting Point: 209-213 °C(lit.)
• Boiling Point: 348.9 °C at 760 mmHg
• Flash Point: 164.8°C
• Appearance: /
• Density: 1.41g/cm³
• Vapor Pressure: 4.87E-05mmHg at 25°C
• Refractive Index: 1.702
• CAS DataBase Reference: 3-AMINO-4(3H)-QUINAZOLINONE 97(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AMINO-4(3H)-QUINAZOLINONE 97(14663-46-8)
• EPA Substance Registry System: 3-AMINO-4(3H)-QUINAZOLINONE 97(14663-46-8)

Safety Data

• Hazard Codes: Xn
• Statements: 36/38
• Safety Statements: 26-36/37
• WGK Germany: 3
• RTECS: VA2330000
• Hazardous Substances Data: 14663-46-8(Hazardous Substances Data)

Usage

Uses

3-Amino-4(3H)-quinazolinone was used in the study of anticonvulsant activity and neurotoxicity of 2-alkyl-3-amino-4(3H)quinazolinones in mice.

Synthesis Reference(s)

The Journal of Organic Chemistry, 13, p. 903, 1948 DOI: 10.1021/jo01164a021

InChI:InChI=1/C8H7N3O/c9-11-5-10-7-4-2-1-3-6(7)8(11)12/h1-5H,9H2

Upstream product

• 16347-60-7 3-phenyl-4(3H)-quinazolinone 
• 64-18-6 formic acid 
• 1904-58-1 anthranilic acid hydrazide 
• 95-92-1 oxalic acid diethyl ester 
• 31499-90-8 2,1-benzisoxazol-3(1H)-one 
• 68-12-2 N,N-dimethyl-formamide 
• 28144-70-9 anthranilic acid amide 
• 118-48-9 isatoic anhydride 
• 610-14-0 2-nitrobenzyl chloride 
• 104907-79-1 5-(2-Amino-benzoylamino)-1-phenyl-1H-pyrazole-4-carboxylic acid ethyl ester 
• 104907-77-9 N-(1-phenyl-4-carboethoxypyrazol-5-yl)-2-nitrobenzamide 
• 134-20-3 2-carbomethoxyaniline 
• 553-90-2 Dimethyl oxalate 
• 57711-25-8 3,4-Dihydro-5H-1,3,4-benzotriazepin-5-one 

Downstream Products

• 16347-87-8 3-(acetylamino)-4(3H)-quinazolinone 
• 14663-55-9 3-benzoylamino-3H-quinazolin-4-one 
• 14663-50-4 diacetylamino-3 (3H) quinazolinone-4 
• 951781-23-0 N-[4-chloro-2-(1-{4⁽³⁾-oxo-quinazolin-3-yl}imino)ethylphenyl]-trifluoromethanesulfonamide 
• 1412906-45-6 C₂₇H₂₂N₃O₆P 
• 1412906-46-7 C₂₇H₂₁ClN₃O₄P 
• 1412906-48-9 C₂₇H₂₁N₄O₆P 
• 66645-62-3 1-(4-oxoquinazolin-3(4H)-yl)-3-phenylthiourea 
• 158655-80-2 1-(p-Bromophenyl)-3-(3,4-dihydro-4-oxo-3-quinazolinyl)-2-thiourea 
• 959756-96-8 3-(o-aminobenzoylhydrazinocarbonyl)-N-(4-oxo-3,4-dihydroquinazolin-3-yl)propanamide 

Relevant articles and documents

Reactions of ethyl oxamate and dialkyl oxalates with anthranilic acid derivatives

Ethyl oxamate reacted with anthranilic acid derivatives at the amide or the ester group leading to the formation of respective esters or amides. A simple method was developed for preparation of alkyl 3-amino-4-oxo-3,4- dihydroquinazoline-2-carboxylates. Nauka/Interperiodica 2007.

Imidazolium chloride as an additive for synthesis of 4(3H)-quinazolinones using anthranilamides and DMF derivatives

Imidazolium chloride as an environmentally benign additive efficiently facilitates construction of 4(3H)-quinazolinones using anthranilamides and DMF derivatives. A series of 4(3H)-quinazolinones were prepared in moderate to excellent yields without conventional oxidants, metal catalysts and corrosive acids or other additives.

Synthesis of N-(4-oxo-3,4-dihydroquinazolin-3-yl)succinimide and N-(4-oxoquinazolin-3-yl)succinamic acid derivatives based thereon

The reaction of anthranilic acid hydrazide with diethyl oxalate under microwave irradiation was accompanied by decarboxylation with formation of 3-amino-3,4-dihydroquinazolin-4-one, and acylation of the latter with succinic anhydride gave N-(4-oxo-3,4-dihydroquinazolin-3-yl)siccinimide which was converted into various N-(4-oxo-3,4-dihydroquinazolin-3-yl)succinamic acid derivatives. Nauka/Interperiodica 2007.