4-Chloroquinazoline supplier

Name
4-CHLORO-QUINAZOLINE
EINECS
CAS No. 5190-68-1
Article Data116
CAS DataBase
Density 1.349 g/cm³
Solubility
Melting Point 96-100 °C
Formula C₈H₅ClN₂
Boiling Point 281 °C at 760 mmHg
Molecular Weight 164.594
Flash Point 150.6 °C
Transport Information
Appearance
Safety 26-39-45
Risk Codes 25-37/38-41
Molecular Structure
Hazard Symbols T
Synonyms 4-Chloroquinazoline;NSC 53480;4-chlorchinazolin;
PSA 25.78000
LogP 2.28320

Synthetic route

: 13182-59-7
4-(methylsulfanyl)quinazoline

: 5190-68-1
4-chloroquinazoline

Conditions

Conditions	Yield
With sulfuryl dichloride In dichloromethane; acetonitrile at 0℃; for 0.5h;	99%

: 491-36-1
4-quinazolinol

: 5190-68-1
4-chloroquinazoline

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With sulfuryl dichloride In dichloromethane; acetonitrile at 0℃; for 0.5h;	79%

: 722467-26-7
C15H11ClN2S

: 5190-68-1
4-chloroquinazoline

Conditions

Conditions	Yield
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

Conditions	Yield
In toluene	29%
In toluene	29%

...Expand

: 491-36-1
4-Hydroxyquinazoline

: 10026-13-8, 874483-75-7
phosphorus pentachloride

: 10025-87-3, 12599-09-6, 63736-95-8
trichlorophosphate

: 5190-68-1
4-chloroquinazoline

...Expand

: 118-92-3
anthranilic acid

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

: 5190-68-1
4-chloroquinazoline

Conditions

Conditions	Yield
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

Conditions	Yield
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

: 118-92-3
anthranilic acid

XCOCH2Cl: XCOCH2Cl

: 5190-68-1
4-chloroquinazoline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent / 0.33 h / 150 °C / MW irradiation 2: 85 percent / phosphoryl chloride / 0.17 h / 100 °C / MW irradiation View Scheme

: 28144-70-9
anthranilic acid amide

: 5190-68-1
4-chloroquinazoline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 12 N HCl 2: POCl3 / 90 °C View Scheme

: 118-92-3
anthranilic acid

CS2: CS2

: 5190-68-1
4-chloroquinazoline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 2 h / 170 °C 2: POCl3, dimethylaniline / toluene / 4 h / Heating View Scheme

: 118-92-3
anthranilic acid

4-amino-2.6-dioxy-pyridine: 4-amino-2.6-dioxy-pyridine

: 5190-68-1
4-chloroquinazoline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 69 percent / 1.) 120 deg C, 2 h; 2.) 170 deg C, 2 h 2: 78.8 percent / PCl5 / POCl3 / 2 h / Heating View Scheme

: 179688-29-0
6,7-bis(2-methoxyethoxy)quinazolin-4(3H)-one

: 5190-68-1
4-chloroquinazoline

Conditions

Conditions	Yield
With trichlorophosphate

: 1885-29-6
anthranilic acid nitrile

: 5190-68-1
4-chloroquinazoline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid / 0.08 h / 100 °C / Microwave irradiation 2: diethylamine; trichlorophosphate / 0.17 h / 100 °C / Microwave irradiation View Scheme

: 134-20-3
2-carbomethoxyaniline

: 5190-68-1
4-chloroquinazoline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / 12 h / Reflux 2: triethylamine; trichlorophosphate / toluene / 4 h / Reflux View Scheme
Multi-step reaction with 2 steps 2: trichlorophosphate View Scheme
Multi-step reaction with 2 steps 1: formic acid / 5 h / 135 °C / Inert atmosphere 2: trichlorophosphate / 8 h / 115 °C View Scheme

: 118-48-9
isatoic anhydride

: 5190-68-1
4-chloroquinazoline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 10 h / 135 - 140 °C 2: trichlorophosphate / N,N-dimethyl-formamide / 5 h / 70 °C View Scheme

: 54495-98-6
O-Benzoylhydroxylamine

: 5190-68-1
4-chloroquinazoline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 5 h / 135 - 145 °C 2: thionyl chloride / N,N-dimethyl-formamide; 1,2-dichloro-ethane / 4.5 h / Reflux View Scheme

: 5190-68-1
4-chloroquinazoline

: 173219-34-6
ethyl 10-aminoundecanoate

: 173219-35-7
4-(10-(ethoxycarbonyl)decyl-2-amino)quinazoline

Conditions

Conditions	Yield
With triethylamine In ethanol at 20℃; Substitution;	99%

: 5190-68-1
4-chloroquinazoline

: 42882-26-8
N-methyl-N-(1-phenylethyl)amine

: methyl-(1-phenyl-ethyl)-quinazolin-4-yl-amine

Conditions

Conditions	Yield
With diethylaminomethylpolystyrene; polymer-supported Et3N In N,N-dimethyl-formamide; butan-1-ol at 100℃; for 16h;	99%

: 5190-68-1
4-chloroquinazoline

: 367-21-5
3-chloro-4-fluorophenylamine

: 457932-97-7
N-(3-chloro-4-fluorophenyl)quinazolin-4-amine

Conditions

Conditions	Yield
In isopropyl alcohol for 2h; Reflux;	99%
In isopropyl alcohol for 6h; Reflux;	91.6%

: 5190-68-1
4-chloroquinazoline

: 1153283-14-7
C13H12BrN3O

: N-(3-bromophenyl)-N'-[4-((quinazolin-4-yl)amino)phenyl]urea

Conditions

Conditions	Yield
In isopropyl alcohol for 2h; Reflux;	99%

: 5190-68-1
4-chloroquinazoline

: phenylmagnesium bromide

: 125743-39-7, 64641-82-3
2-<(benzylidene)amino>benzonitrile

Conditions

Conditions	Yield
In diethyl ether at 35℃; for 2h;	98%
In tetrahydrofuran for 3h; Heating;	75%

: 5190-68-1
4-chloroquinazoline

: 1,3-dimethyl-2-(α-hydroxy-4-methoxybenzyl)benzimidazolium iodide

: 55326-10-8
(4-methoxyphenyl)(quinazolin-4-yl)methanone

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran for 1h; Heating;	98%

: 5190-68-1
4-chloroquinazoline

: 2-amino-N-(6-(hydroxyamino)-6-oxohexyl)benzamide

: N-(6-(hydroxyamino)-6-oxohexyl)-2-(quinazolin-4-ylamino)benzamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 40 - 50℃; for 0.5h;	97.6%

: 5190-68-1
4-chloroquinazoline

: 4-((2-aminobenzamido)methyl)cyclohexan-1-hydroxyaminocarbamide

: N-((4-(hydroxycarbamoyl)cyclohexyl)methyl)-2-(quinazolin-4-ylamino)-benzamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 40 - 50℃; for 0.5h;	97.4%

: 123-75-1
pyrrolidine

: 5190-68-1
4-chloroquinazoline

: 81870-89-5
4-(pyrrolidin-1-yl)quinazoline

Conditions

Conditions	Yield
With potassium fluoride In water at 100℃; for 17h; Green chemistry;	97%

: 5190-68-1
4-chloroquinazoline

: 667937-50-0
4-methoxy-dibenzofuran-3-ylamine

: N-(2-methoxydibenzofuran-3-yl)-4-aminoquinazoline

Conditions

Conditions	Yield
In isopropyl alcohol for 0.333333h; microwave irradiation;	96.5%

: 110-91-8
morpholine

: 5190-68-1
4-chloroquinazoline

: 7471-81-0
4-(quinazolin-4-yl)morpholine

Conditions

Conditions	Yield
In 1,4-dioxane for 3h; Inert atmosphere; Reflux;	96%
With potassium fluoride In water at 100℃; for 17h; Green chemistry;	80%
With benzene

: 5190-68-1
4-chloroquinazoline

: 100-52-7
benzaldehyde

A: 100880-35-1
4-(benzyloxy)quinazoline

B: 55276-35-2
phenyl(quinazolin-4-yl)methanone

Conditions

Conditions	Yield
With 1,3-dimethylbenzimidazolium Iodide; sodium hydride In tetrahydrofuran for 1h; Heating;	A 1% B 96%

...Expand

: 5190-68-1
4-chloroquinazoline

: 60-34-4
methylhydrazine

: 129302-64-3
1-methyl-1-(1-quinazolyl)hydrazine

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃; for 3.75h;	96%
In dichloromethane	80%

: 5190-68-1
4-chloroquinazoline

: 371-40-4
4-fluoroaniline

: N-(4-fluorophenyl) quinazolin-4-amine

Conditions

Conditions	Yield
In isopropyl alcohol for 6h; Reflux;	95.8%

: 5190-68-1
4-chloroquinazoline

: 348-54-9
2-Fluoroaniline

: 361187-50-0
N-(2-fluorophenyl)quinazolin-4-amine

Conditions

Conditions	Yield
In isopropyl alcohol for 6h; Reflux;	95.4%

: 5190-68-1
4-chloroquinazoline

: 226065-37-8
N-phenyl-hydrazine carboxylic acid tert-butyl ester

: tert-butyl 1-phenyl-2-(quinazolin-4-yl)hydrazine-1-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 60℃; for 0.5h; Microwave irradiation;	95.4%

: 5190-68-1
4-chloroquinazoline

: 351531-29-8
O-potassio-3,3-dimethyl-2-butanone

: 80360-37-8
1-(quinazolin-4-yl)-3,3-dimethyl-2-butanone

Conditions

Conditions	Yield
With ammonia; potassium amide In diethyl ether for 0.25h;	95%

: 5190-68-1
4-chloroquinazoline

: 536-74-3
phenylacetylene

: 69696-30-6
4-(Phenylethynyl)quinazoline

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); caesium carbonate In N,N-dimethyl-formamide at 20℃; for 3h; Sonogashira Cross-Coupling; Inert atmosphere;	95%

: 5190-68-1
4-chloroquinazoline

: 340-04-5, 340-05-6
1-phenyl-2,2,2-trifluoromethylethanol

: 4-(2,2,2-trifluoro-1-phenylethoxy)quinazoline

Conditions

Conditions	Yield
With caesium carbonate In acetonitrile at 20℃; for 2h; Temperature; Time; Solvent; Reagent/catalyst; Inert atmosphere; Reflux;	95%

: 5190-68-1
4-chloroquinazoline

: 1772-21-0
2-o-tolyl-1H-benzo[d]imidazol-5-amine

: N-(2-o-tolyl-1H-benzo[d]imidazol-6-yl)quinazolin-4-amine

Conditions

Conditions	Yield
In isopropyl alcohol for 5h; Reflux;	95%

: 5190-68-1
4-chloroquinazoline

: 4780-79-4
1-naphthalene methanol

: 140667-46-5
4-(1-naphthylmethyloxy)quinazoline

Conditions

Conditions	Yield
With sodium hydride Ambient temperature;	94%

: 5190-68-1
4-chloroquinazoline

: 963-80-4
4,4'-biquinazolinyl

Conditions

Conditions	Yield
Stage #1: 4-chloroquinazoline With lithium n-butanetelluroate In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: With n-butyllithium In tetrahydrofuran at -78℃; Stage #3: With pivalaldehyde In tetrahydrofuran at -78 - 20℃;	94%

: 5190-68-1
4-chloroquinazoline

: 150-13-0
4-amino-benzoic acid

: 4-(quinazolin-4-ylamino)benzoic acid

Conditions

Conditions	Yield
With hydrogenchloride In water Reflux;	94%
With hydrogenchloride In water Reflux;	94%
In N,N-dimethyl-formamide Microwave;
With triethylamine In isopropyl alcohol at 80℃;

: 5190-68-1
4-chloroquinazoline

: 591-19-5
3-bromoaniline

: N-(3-Bromo-phenyl)-quinazolin-4-yl-amine

Conditions

Conditions	Yield
In isopropyl alcohol for 6h; Reflux;	93.3%
In isopropyl alcohol Reflux;	68%
In isopropyl alcohol Heating;

: 98-01-1
furfural

: 5190-68-1
4-chloroquinazoline

A: 140640-32-0
4-(1-naphthoyl)quinazoline

B: 55276-56-7
furan-2-yl-quinazolin-4-yl-methanone

Conditions

Conditions	Yield
With 1,3-dimethylbenzimidazolium Iodide; sodium hydride In N,N-dimethyl-formamide at 80℃; for 0.0833333h;	A 23% B 93%

...Expand

: 5190-68-1
4-chloroquinazoline

: 89-98-5
2-chloro-benzaldehyde

: 55276-60-3
(2-chloro-phenyl)-quinazolin-4-yl-methanone

Conditions

Conditions	Yield
With 1,3-dimethylbenzimidazolium Iodide; sodium hydride In N,N-dimethyl-formamide for 0.166667h; Ambient temperature;	93%

: 5190-68-1
4-chloroquinazoline

: 98-80-6
phenylboronic acid

: 17629-01-5
4-phenylquinazoline

Conditions

Conditions	Yield
With potassium phosphate; dichloro(1,5-cyclooctadiene)palladium(II); 2-(diphenylphosphino)-dimesitylborylbenzene In toluene at 100℃; for 20h; Suzuki-Miyaura Coupling; Schlenk technique; Glovebox; Inert atmosphere;	93%

: 5190-68-1
4-chloroquinazoline

: 82255-42-3, 123986-75-4, 145373-94-0, 345-64-2
2,2-difluoro-1-phenyl-ethanol

: 4-(2,2-difluoro-1-phenylethoxy)quinazoline

Conditions

Conditions	Yield
With caesium carbonate In acetonitrile for 2.5h; Inert atmosphere; Reflux;	93%

4-Chloroquinazoline Chemical Properties

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

4-Chloroquinazoline Safety Profile

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

4-Chloroquinazoline Specification

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

Product Name

4-CHLORO-QUINAZOLINE

Synthetic route

4-Chloroquinazoline Chemical Properties

4-Chloroquinazoline Safety Profile

4-Chloroquinazoline Specification

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