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16064-14-5

Basic Information
CAS No.: 16064-14-5
Name: 6-Chloro-4-hydroxyquinazoline
Article Data: 68
Molecular Structure:
Molecular Structure of 16064-14-5 (6-Chloro-4-hydroxyquinazoline)
Formula: C8H5ClN2O
Molecular Weight: 180.593
Synonyms: 4(1H)-Quinazolinone,6-chloro- (6CI,7CI,9CI);4-Quinazolinol, 6-chloro- (8CI);6-Chloro-3,4-dihydroquinazolin-4-one;6-Chloro-4(3H)-quinazolinone;6-Chloro-4-quinazolinol;6-Chloro-4-quinazolinone;6-Chloro-4-quinazolone;NSC52062;
Density: 1.502 g/cm3
Melting Point: 263-265 °C
Boiling Point: 356.104 °C at 760 mmHg
Flash Point: 169.166 °C
Hazard Symbols: IrritantXi
Risk Codes:  Xi:Irritant;
">  Xi:Irritant;
PSA: 46.01000
LogP: 1.98880
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Specification

The 6-Chloro-4-quinazolinone is an organic compound with the formula C8H5ClN2O. The IUPAC name of this chemical is 6-chloro-1H-quinazolin-4-one. With the CAS registry number 16064-14-5, it is also named as 4(3H)-Quinazolinone, 6-chloro-. The product's categories are Blocks; Heterocycles; Quinolines. In addition, the molecular weight is 180.59. 

The other characteristics of this product can be summarized as: (1)ACD/LogP: 1.37; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.37; (4)ACD/LogD (pH 7.4): 1.37; (5)ACD/BCF (pH 5.5): 6.42; (6)ACD/BCF (pH 7.4): 6.42; (7)ACD/KOC (pH 5.5): 131.7; (8)ACD/KOC (pH 7.4): 131.7; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 32.67 Å2; (13)Index of Refraction: 1.688; (14)Molar Refractivity: 45.87 cm3; (15)Molar Volume: 120.2 cm3; (16)Polarizability: 18.18×10-24 cm3; (17)Surface Tension: 55.1 dyne/cm; (18)Density: 1.5 g/cm3; (19)Flash Point: 169.2 °C; (20)Enthalpy of Vaporization: 60.13 kJ/mol; (21)Boiling Point: 356.1 °C at 760 mmHg; (22)Vapour Pressure: 2.99E-05 mmHg at 25°C.

Preparation of 6-Chloro-4-quinazolinone: It can be obtained by formamide and 2-amino-5-chloro-benzoic acid. This reaction reacts at temperature of 140 - 145 °C for 4 hours. The yield is 68%.

6-Chloro-4-quinazolinone can be obtained by formamide and 2-amino-5-chloro-benzoic acid

Uses of 6-Chloro-4-quinazolinone: It can react with 2-bromo-1-(4-chloro-phenyl)-ethanone to get 6-chloro-3-[2-(4-chloro-phenyl)-2-oxo-ethyl]-3H-quinazolin-4-one. This reaction needs solvent ethanol by heating. The reaction time is 10 hours. The yield is 48.2%.

6-Chloro-4-quinazolinone can react with 2-bromo-1-(4-chloro-phenyl)-ethanone to get 6-chloro-3-[2-(4-chloro-phenyl)-2-oxo-ethyl]-3H-quinazolin-4-one

People can use the following data to convert to the molecule structure. 
1. SMILES:Clc2ccc1c(C(=O)\N=C/N1)c2
2. InChI:InChI=1/C8H5ClN2O/c9-5-1-2-7-6(3-5)8(12)11-4-10-7/h1-4H,(H,10,11,12)
3. InChIKey:GOBVWEUSCRFCPB-UHFFFAOYAD

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 340mg/kg (340mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 12, Pg. 1204, 1962.
mouse LD50 oral 404mg/kg (404mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 12, Pg. 1204, 1962.