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Basic Information
CAS No.: 5190-68-1
Name: 4-CHLORO-QUINAZOLINE
Article Data: 116
Molecular Structure:
Molecular Structure of 5190-68-1 (4-CHLORO-QUINAZOLINE)
Formula: C8H5ClN2
Molecular Weight: 164.594
Synonyms: 4-Chloroquinazoline;NSC 53480;4-chlorchinazolin;
Density: 1.349 g/cm3
Melting Point: 96-100 °C
Boiling Point: 281 °C at 760 mmHg
Flash Point: 150.6 °C
Hazard Symbols: ToxicT
Risk Codes: 25-37/38-41
Safety: 26-39-45
PSA: 25.78000
LogP: 2.28320
Synthetic route
13182-59-7

4-(methylsulfanyl)quinazoline

5190-68-1

4-chloroquinazoline

Conditions
ConditionsYield
With sulfuryl dichloride In dichloromethane; acetonitrile at 0℃; for 0.5h;99%
491-36-1

4-quinazolinol

5190-68-1

4-chloroquinazoline

Conditions
ConditionsYield
With phosphorus pentachloride; trichlorophosphate for 0.333333h; Heating / reflux;93%
With trichlorophosphate at 100℃; for 4h;92%
With thionyl chloride for 3h; Reflux;89.7%
491-36-1

4-Hydroxyquinazoline

5190-68-1

4-chloroquinazoline

Conditions
ConditionsYield
With thionyl chloride Reflux;92.7%
With thionyl chloride Reflux;92.7%
With thionyl chloride Reflux;92.7%
491-36-1

QUINAZOLINE-4-ONE

5190-68-1

4-chloroquinazoline

Conditions
ConditionsYield
With 1,2-dichloro-ethane In dimethyl sulfoxide; N,N-dimethyl-formamide Reflux;81%
With N-ethyl-N,N-diisopropylamine; trichlorophosphate for 2h; Heating / reflux;60%
With trichlorophosphate at 115℃; for 8h;
With thionyl chloride
With trichlorophosphate at 115℃;
6344-76-9

4-phenylsulfanyl-quinazoline

5190-68-1

4-chloroquinazoline

Conditions
ConditionsYield
With sulfuryl dichloride In dichloromethane; acetonitrile at 0℃; for 0.5h;79%
722467-26-7

C15H11ClN2S

5190-68-1

4-chloroquinazoline

Conditions
ConditionsYield
With sulfuryl dichloride In dichloromethane; acetonitrile at 0℃; for 0.5h;66%
491-36-1

4-Hydroxyquinazoline

phosphorochloride (POCl3)

phosphorochloride (POCl3)

121-69-7

N,N-dimethyl-aniline

5190-68-1

4-chloroquinazoline

Conditions
ConditionsYield
In toluene29%
In toluene29%
491-36-1

4-Hydroxyquinazoline

10026-13-8, 874483-75-7

phosphorus pentachloride

5190-68-1

4-chloroquinazoline

118-92-3

anthranilic acid

5190-68-1

4-chloroquinazoline

Conditions
ConditionsYield
Stage #1: anthranilic acid; formamide Cyclization;
Stage #2: With trichlorophosphate for 3h; Substitution; Heating;
118-92-3

anthranilic acid

5190-68-1

4-chloroquinazoline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95.4 percent / Heating
2: 54.5 percent / PCl5; POCl3 / 24 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: Heating
2: phosphorus oxychloride, phosphorus pentachloride / 5.5 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: 4 h / 120 - 125 °C
2: phosphorus pentachloride; trichlorophosphate / 4 h / 118 - 120 °C
View Scheme
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Chemistry


IUPAC Name: 4-Chloroquinazoline 
Empirical Formula: C8H5ClN2
Molecular Weight: 164.5917
Canonical SMILES: C1=CC=C2C(=C1)C(=NC=N2)Cl
InChI: InChI=1S/C8H5ClN2/c9-8-6-3-1-2-4-7(6)10-5-11-8/h1-5H
InChIKey: GVRRXASZZAKBMN-UHFFFAOYSA-N
XLogP3: 1.9
H-Bond Donor: 0
H-Bond Acceptor: 2 
Index of Refraction: 1.662
Molar Refractivity: 45.17 cm3
Molar Volume: 121.9 cm3
Surface Tension: 57.1 dyne/cm
Density: 1.349 g/cm3
Flash Point: 150.6 °C
Enthalpy of Vaporization: 49.88 kJ/mol
Boiling Point: 281 °C at 760 mmHg
Vapour Pressure: 0.00624 mmHg at 25 °C
Product Categories of 4-Chloro-quinazoline (CAS NO.5190-68-1): Halides; Heterocycles; pharmacetical

Safety Profile

Hazard Codes: IrritantXi
HazardClass of 4-Chloro-quinazoline (CAS NO.5190-68-1): IRRITANT

Specification

  4-Chloro-quinazoline (CAS NO.5190-68-1), its Synonyms are Quinazoline, 4-chloro- (8CI)(9CI) ; 4-Chloroquinazoline .