4-Hydroxyquinazoline supplier

Name
4-Hydroxyquinazoline
EINECS 207-735-8
CAS No. 491-36-1
Article Data304
CAS DataBase
Density 1.31 g/cm³
Solubility Soluble in DMSO (100 mM), ethanol, methanol, and water (10 mM).
Melting Point 216-219 °C(lit.)
Formula C₈H₆N₂O
Boiling Point 303.5 °C at 760 mmHg
Molecular Weight 146.148
Flash Point 137.3 °C
Transport Information
Appearance off-white to light beige crystalline powder
Safety 26-37/39-36/37/39-22
Risk Codes 36/37/38-22
Molecular Structure
Hazard Symbols Xi, Xn
Synonyms 4(1H)-Quinazolinone(6CI,7CI,8CI,9CI);3,4-Dihydroquinazolin-4-one;4(3H)-Quinazolone;4-Oxo-3,4-dihydroquinazoline;4-Oxoquinazoline;4-Quinazolinol;4-Quinazolinone;4-Quinazolone;NSC 5863;
PSA 45.75000
LogP 0.92310

Synthetic route

: 134-20-3
2-carbomethoxyaniline

: 149-73-5
trimethyl orthoformate

: 491-36-1
4-Hydroxyquinazoline

Conditions

Conditions	Yield
With ammonium acetate In methanol at 120℃; for 3h;	98%

: 64-18-6
formic acid

: 28144-70-9
anthranilic acid amide

: 491-36-1
4-Hydroxyquinazoline

Conditions

Conditions	Yield
for 8h; Heating;	97%
With iodine; oxygen; dimethyl sulfoxide at 110℃; for 4h;	55%

: 28144-70-9
anthranilic acid amide

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 491-36-1
4-Hydroxyquinazoline

Conditions

Conditions	Yield
With Imidazole hydrochloride at 150℃; for 13h; Temperature;	97%
With toluene-4-sulfonic acid at 120℃; for 10h; Sealed tube;	87%
With Triethoxysilane; carbon dioxide; tris(pentafluorophenyl)borate at 120℃; for 24h;	99 %Spectr.

: 28144-70-9
anthranilic acid amide

: 122-51-0
orthoformic acid triethyl ester

: 491-36-1
4-Hydroxyquinazoline

Conditions

Conditions	Yield
In ethanol for 43h; Heating;	96%
With antimony(III) chloride In neat (no solvent) for 0.0333333h; Solvent; Microwave irradiation; Green chemistry;	95%
With 1-methyl-3-(propyl-3-sulfonyl)imidazolium trifluoromethanesulfonate at 45 - 46℃; for 0.416667h; Ionic liquid; Sonication; neat (no solvent); chemoselective reaction;	91%

: 118-48-9
isatoic anhydride

: 491-36-1
4-Hydroxyquinazoline

Conditions

Conditions	Yield
With ammonium hydroxide; Glyoxilic acid In water at 110 - 120℃; for 0.133333h;	96%
With aluminum potassium sulfate dodecahydrate; ammonium acetate; orthoformic acid triethyl ester for 0.1h; Microwave irradiation; neat (no solvent);	92%
With formamidine acetic acid In ethanol for 3h; Heating;	81%
With formamide at 120 - 125℃; for 1.5h;	81%

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

: 28144-70-9
anthranilic acid amide

: 491-36-1
4-Hydroxyquinazoline

Conditions

Conditions	Yield
With acetic acid; diethylamine at 150℃; for 2h; Product distribution / selectivity;	96%
With antimony(III) chloride for 0.0833333h; Niementowski Quinazolone Synthesis; Microwave irradiation; Green chemistry;	95%
With ytterbium(III) triflate In 1,3,5-trimethyl-benzene at 120℃; for 6h; Reagent/catalyst; Temperature; Inert atmosphere;	79%
With acetic acid

: 95-64-7
4-amino-o-xylene

: 28144-70-9
anthranilic acid amide

: 122-51-0
orthoformic acid triethyl ester

A: 491-36-1
4-Hydroxyquinazoline

B: N-(3,4-dimethylphenyl)quinazolin-4-amine

Conditions

Conditions	Yield
With Preyssler heteropolyacid In acetonitrile for 2h; Reflux;	A n/a B 96%
With H6[PMo9V3O40] In acetonitrile for 2h; Reflux;	A 5% B 95%

...Expand

: 74-90-8
hydrogen cyanide

: 3930-83-4
o-iodobenzamide

: 491-36-1
4-Hydroxyquinazoline

Conditions

Conditions	Yield
With ammonium hydroxide; palladium dichloride at 90℃; for 0.166667h; Microwave irradiation; Green chemistry;	96%

: 74-90-8
hydrogen cyanide

: 88-67-5
2-Iodobenzoic acid

: 491-36-1
4-Hydroxyquinazoline

Conditions

Conditions	Yield
With ammonium hydroxide; palladium dichloride at 90℃; for 0.166667h; Microwave irradiation; Green chemistry;	96%

: 118-92-3
anthranilic acid

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

: 491-36-1
4-Hydroxyquinazoline

Conditions

Conditions	Yield
Heating;	95.4%
	95.4%
for 0.25h; Irradiation;	95%

: 100-97-0
hexamethylenetetramine

: 28144-70-9
anthranilic acid amide

: 491-36-1
4-Hydroxyquinazoline

Conditions

Conditions	Yield
With diphenyl-phosphinic acid; oxygen In 1,4-dioxane at 130℃; under 760.051 Torr; for 18h; Schlenk technique;	95%

: 106-49-0
p-toluidine

: 28144-70-9
anthranilic acid amide

: 122-51-0
orthoformic acid triethyl ester

A: 491-36-1
4-Hydroxyquinazoline

B: 34923-96-1
N-(p-tolyl)quinazolin-4-amine

Conditions

Conditions	Yield
With Preyssler heteropolyacid In acetonitrile for 2h; Reflux;	A n/a B 94%
With H6[PMo9V3O40] In acetonitrile for 2h; Reflux;	A 7% B 93%

...Expand

: 95-64-7
4-amino-o-xylene

: 28144-70-9
anthranilic acid amide

: 149-73-5
trimethyl orthoformate

A: 491-36-1
4-Hydroxyquinazoline

B: N-(3,4-dimethylphenyl)quinazolin-4-amine

Conditions

Conditions	Yield
With H6[PMo9V3O40] In acetonitrile Reflux;	A n/a B 94%

...Expand

: 88-67-5
2-Iodobenzoic acid

: 6313-33-3
formamidine hydrochloride

: 491-36-1
4-Hydroxyquinazoline

Conditions

Conditions	Yield
With copper 8-hydroxyquinolinate; sodium hydroxide In water at 100℃; for 0.5h; Microwave irradiation;	94%

: 74-90-8
hydrogen cyanide

: 4001-73-4
2-Bromobenzamide

: 491-36-1
4-Hydroxyquinazoline

Conditions

Conditions	Yield
With ammonium hydroxide; palladium dichloride at 90℃; for 0.166667h; Microwave irradiation; Green chemistry;	94%

: 74-90-8
hydrogen cyanide

: 88-65-3
2-bromobenzoic-acid

: 491-36-1
4-Hydroxyquinazoline

Conditions

Conditions	Yield
With ammonium hydroxide; palladium dichloride at 90℃; for 0.166667h; Microwave irradiation; Green chemistry;	94%

: 118-92-3
anthranilic acid

: 122-51-0
orthoformic acid triethyl ester

: 491-36-1
4-Hydroxyquinazoline

Conditions

Conditions	Yield
With ammonium acetate for 0.1h; microwave irradiation;	93%
With ammonium acetate; antimony(III) chloride In neat (no solvent) for 0.0833333h; Microwave irradiation; Green chemistry;	93%
With ammonium acetate In ethanol at 110℃; for 0.333333h; Microwave irradiation;

: 50-00-0
formaldehyd

: 28144-70-9
anthranilic acid amide

: 491-36-1
4-Hydroxyquinazoline

Conditions

Conditions	Yield
With iron(III) chloride In water for 1h; Heating;	92%
With [Cp*Ir(2,2′-bpyO)(H2O)]; caesium carbonate In toluene at 130℃; for 2h; Microwave irradiation;	82%
With bis(acetylacetonate)oxovanadium; oxygen In 1,2-dichloro-ethane at 80℃; under 760.051 Torr; for 6h;	80%

: 67-56-1
methanol

: 28144-70-9
anthranilic acid amide

: 491-36-1
4-Hydroxyquinazoline

Conditions

Conditions	Yield
With oxygen; copper(II) acetate monohydrate; caesium carbonate at 110℃; for 6h; Catalytic behavior; Reagent/catalyst; Temperature; Time;	92%
With [Cp*Ir(2,2′-bpyO)(H2O)]; caesium carbonate at 130℃; for 2h; Catalytic behavior; Reagent/catalyst; Temperature; Microwave irradiation; Green chemistry;	88%
With [Cp*Ir(2,2'-bpyO)(H2O)]; caesium carbonate at 130℃; for 2h; Temperature; Reagent/catalyst; Microwave irradiation; Inert atmosphere;	88%

: 253-82-7
quinazoline

: 100-52-7
benzaldehyde

: 491-36-1
4-Hydroxyquinazoline

Conditions

Conditions	Yield
With N-hydroxyphthalimide; cobalt(III) acetylacetonate; cobalt acetylacetonate In benzonitrile; trifluoroacetic acid at 70℃; for 12h; Product distribution; Further Variations:; Reagents;	91%

: 106-49-0
p-toluidine

: 28144-70-9
anthranilic acid amide

: 149-73-5
trimethyl orthoformate

A: 491-36-1
4-Hydroxyquinazoline

B: 34923-96-1
N-(p-tolyl)quinazolin-4-amine

Conditions

Conditions	Yield
With H6[PMo9V3O40] In acetonitrile Reflux;	A n/a B 91%

...Expand

: 28144-70-9
anthranilic acid amide

: 122-51-0
orthoformic acid triethyl ester

: 62-53-3
aniline

A: 491-36-1
4-Hydroxyquinazoline

B: 34923-95-0
4-(phenylamino)quinazoline

Conditions

Conditions	Yield
With H6[PMo9V3O40] In acetonitrile for 2h; Reflux;	A 9% B 91%
With Preyssler heteropolyacid In acetonitrile for 2h; Reflux;	A n/a B 91%

...Expand

: 118-48-9
isatoic anhydride

: 122-51-0
orthoformic acid triethyl ester

: 491-36-1
4-Hydroxyquinazoline

Conditions

Conditions	Yield
With ammonium acetate In neat (no solvent) at 120℃; for 5h; Temperature; Green chemistry;	91%
With ammonium acetate; Thiamine hydrochloride In ethanol for 4h; Reflux;	85%

: 5632-36-0
2,3-dihydro-4(1H)-quinazolinone

: 491-36-1
4-Hydroxyquinazoline

Conditions

Conditions	Yield
With copper(l) iodide; oxygen; caesium carbonate at 20℃; for 10h; Reagent/catalyst; Irradiation;	91%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In chloroform at 20℃; for 1h; Schlenk technique; Sealed tube;	11.1 mg
With tetrabutylammonium perchlorate; toluene-4-sulfonic acid In acetonitrile at 20℃; for 1.5h; Electrolysis;	40 mg
With cobalt(II) nitrate hexahydrate; tris(2-diphenylphosphinoethyl)phosphine; caesium carbonate In methanol at 150℃; for 3h; Reagent/catalyst; Inert atmosphere; Sealed tube;

: 3473-63-0
formamidine acetic acid

: 28144-70-9
anthranilic acid amide

: 491-36-1
4-Hydroxyquinazoline

Conditions

Conditions	Yield
In ethanol for 16h; Reflux;	90.7%

: 28144-70-9
anthranilic acid amide

: 90965-28-9
4,4-dimethyl-Δ2-oxazolinium chloride

: 491-36-1
4-Hydroxyquinazoline

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 1h; Heating;	90%

: 106-47-8
4-chloro-aniline

: 28144-70-9
anthranilic acid amide

: 122-51-0
orthoformic acid triethyl ester

A: 491-36-1
4-Hydroxyquinazoline

B: N-(4-chlorophenyl)quinazolin-4-amine

Conditions

Conditions	Yield
With Preyssler heteropolyacid In acetonitrile for 2h; Reflux;	A n/a B 90%
With H6[PMo9V3O40] In acetonitrile for 2h; Reflux;	A 11% B 89%

...Expand

: N-(iminomethyl)-2-iodobenzamide

: 491-36-1
4-Hydroxyquinazoline

Conditions

Conditions	Yield
With 8-quinolinol; sodium hydroxide; copper dichloride In water at 20℃; for 0.333333h; Reagent/catalyst; Microwave irradiation;	90%

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 28144-70-9
anthranilic acid amide

: 491-36-1
4-Hydroxyquinazoline

Conditions

Conditions	Yield
With chloro-trimethyl-silane In acetonitrile at 70℃; for 24h;	90%

: 491-36-1
4-Hydroxyquinazoline

: (7-azabenzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate

: 1003015-89-1
4-(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yloxy)quinazoline

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃; for 1h;	99%

: 491-36-1
4-Hydroxyquinazoline

: 160879-62-9
methyl 1-phenylprop-2-enyl carbonate

: 3-((S)-1-phenylallyl)quinazolin-4(3H)-one

Conditions

Conditions	Yield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R)-(+)-(6,6'-dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butylphenyl)phosphine] In 1,2-dichloro-ethane at 80℃; for 24h; Reagent/catalyst; Temperature; Solvent; Schlenk technique; Inert atmosphere; enantioselective reaction;	99%

: 491-36-1
4-Hydroxyquinazoline

: diethyl 4-(sec-butyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

: 2-(1-Methylpropyl)-4(3H)-quinazolinone

Conditions

Conditions	Yield
Stage #1: 4-Hydroxyquinazoline; diethyl 4-(sec-butyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate With trifluoroacetic acid In 2,2,2-trifluoroethanol at 35℃; for 4h; Irradiation; Inert atmosphere; Sealed tube; Stage #2: In 2,2,2-trifluoroethanol for 4h; Reagent/catalyst; Solvent; Irradiation; Inert atmosphere;	99%
Stage #1: 4-Hydroxyquinazoline; diethyl 4-(sec-butyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate With trifluoroacetic acid In 2,2,2-trifluoroethanol at 20℃; for 4h; Sealed tube; Irradiation; Inert atmosphere; Stage #2: In 2,2,2-trifluoroethanol at 20℃; for 4h; Solvent; Reagent/catalyst; Wavelength;	97%

: 491-36-1
4-Hydroxyquinazoline

: 1-(4'-methylphenyl)-prop-2-enyl methyl carbonate

: 3-((S)-1-p-tolylallyl)quinazolin-4(3H)-one

Conditions

Conditions	Yield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R)-(+)-(6,6'-dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butylphenyl)phosphine] In 1,2-dichloro-ethane at 80℃; for 24h; Schlenk technique; Inert atmosphere; enantioselective reaction;	98%

: 491-36-1
4-Hydroxyquinazoline

: 1-(3'-bromophenyl)-prop-2-enyl methyl carbonate

: 3-((S)-1-(3-bromophenyl)allyl)quinazolin-4(3H)-one

Conditions

Conditions	Yield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R)-(+)-(6,6'-dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butylphenyl)phosphine] In 1,2-dichloro-ethane at 80℃; for 24h; Schlenk technique; Inert atmosphere; enantioselective reaction;	98%

: 491-36-1
4-Hydroxyquinazoline

: 1-(2'-naphthyl)-prop-2-enyl methyl carbonate

: 3-((S)-1-(naphthalen-3-yl)allyl)quinazolin-4(3H)-one

Conditions

Conditions	Yield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R)-(+)-(6,6'-dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butylphenyl)phosphine] In 1,2-dichloro-ethane at 80℃; for 24h; Schlenk technique; Inert atmosphere; enantioselective reaction;	98%

: 491-36-1
4-Hydroxyquinazoline

: methyl 1-(thiophen-3-yl)allyl carbonate

: 3-((S)-1-(thiophen-3-yl)allyl)quinazolin-4(3H)-one

Conditions

Conditions	Yield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R)-(+)-(6,6'-dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butylphenyl)phosphine] In 1,2-dichloro-ethane at 80℃; for 24h; Schlenk technique; Inert atmosphere; enantioselective reaction;	98%

: 491-36-1
4-Hydroxyquinazoline

: diethyl 2,6-dimethyl-4-(pentan-3-yl)-1,4-dihydropyridine-3,5-dicarboxylate

: 2-(pentan-3-yl)quinazolin-4(3H)-one

Conditions

Conditions	Yield
Stage #1: 4-Hydroxyquinazoline; diethyl 2,6-dimethyl-4-(pentan-3-yl)-1,4-dihydropyridine-3,5-dicarboxylate With trifluoroacetic acid In 2,2,2-trifluoroethanol at 20℃; for 4h; Sealed tube; Irradiation; Inert atmosphere; Stage #2: In 2,2,2-trifluoroethanol at 20℃; for 4h;	98%
Stage #1: 4-Hydroxyquinazoline; diethyl 2,6-dimethyl-4-(pentan-3-yl)-1,4-dihydropyridine-3,5-dicarboxylate With trifluoroacetic acid In 2,2,2-trifluoroethanol at 35℃; for 4h; Irradiation; Inert atmosphere; Sealed tube; Stage #2: In 2,2,2-trifluoroethanol for 4h; Irradiation; Inert atmosphere;	98%
With [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; oxygen; trifluoroacetic acid In dimethyl sulfoxide at 20℃; for 24h; Minisci Aromatic Substitution; Irradiation;	89%

: 491-36-1
4-Hydroxyquinazoline

: 1539-59-9
4-cyclohexyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester

: 26059-80-3
2‐cyclohexylquinazolin‐4(3H)‐one

Conditions

Conditions	Yield
Stage #1: 4-Hydroxyquinazoline; 4-cyclohexyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester With trifluoroacetic acid In 2,2,2-trifluoroethanol at 20℃; for 4h; Sealed tube; Irradiation; Inert atmosphere; Stage #2: In 2,2,2-trifluoroethanol at 20℃; for 4h;	98%
Stage #1: 4-Hydroxyquinazoline; 4-cyclohexyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester With trifluoroacetic acid In 2,2,2-trifluoroethanol at 35℃; for 4h; Irradiation; Inert atmosphere; Sealed tube; Stage #2: In 2,2,2-trifluoroethanol for 4h; Irradiation; Inert atmosphere;	98%
With [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; oxygen; trifluoroacetic acid In dimethyl sulfoxide at 20℃; for 24h; Minisci Aromatic Substitution; Irradiation;	78%

: 491-36-1
4-Hydroxyquinazoline

: 100-46-9
benzylamine

: 100818-54-0
4-(benzylamino)quinazoline

Conditions

Conditions	Yield
With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane at 125℃; for 2h;	97%

: 491-36-1
4-Hydroxyquinazoline

: 1-(4'-fluorophenyl)-prop-2-enyl methyl carbonate

: 3-((S)-1-(4-fluorophenyl)allyl)quinazolin-4(3H)-one

Conditions

Conditions	Yield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R)-(+)-(6,6'-dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butylphenyl)phosphine] In 1,2-dichloro-ethane at 80℃; for 24h; Schlenk technique; Inert atmosphere; enantioselective reaction;	97%

: 491-36-1
4-Hydroxyquinazoline

: 170938-18-8
1-(4'-bromophenyl)-prop-2-enyl methyl carbonate

: 3-((S)-1-(4-bromophenyl)allyl)quinazolin-4(3H)-one

Conditions

Conditions	Yield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R)-(+)-(6,6'-dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butylphenyl)phosphine] In 1,2-dichloro-ethane at 80℃; for 24h; Schlenk technique; Inert atmosphere; enantioselective reaction;	97%

: 491-36-1
4-Hydroxyquinazoline

: 1-(furan-3-yl)allyl methyl carbonate

: 3-((S)-1-(furan-3-yl)allyl)quinazolin-4(3H)-one

Conditions

Conditions	Yield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R)-(+)-(6,6'-dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butylphenyl)phosphine] In 1,2-dichloro-ethane at 80℃; for 24h; Schlenk technique; Inert atmosphere; enantioselective reaction;	97%

: 491-36-1
4-Hydroxyquinazoline

: 394-47-8
2-fluorobenzonitrile

: 2-[4-oxo-3,4-dihydroquinazolin-3-yl]benzonitrile

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 100℃; for 12h; Temperature;	96.4%
With potassium carbonate In dimethyl sulfoxide at 100℃; for 12h; Reagent/catalyst; Temperature;	96.4%
With potassium carbonate In dimethyl sulfoxide at 100℃; for 12h; Temperature;	96.4%
With potassium carbonate In dimethyl sulfoxide at 100℃; for 12h; Temperature;	96.4%

: 491-36-1
4-Hydroxyquinazoline

: 150-76-5
4-methoxy-phenol

: 93866-13-8
4-(4-methoxyphenoxy)quinazoline

Conditions

Conditions	Yield
Stage #1: 4-Hydroxyquinazoline With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; caesium carbonate In tetrahydrofuran at 20℃; for 0.833333h; Inert atmosphere; Stage #2: 4-methoxy-phenol With caesium carbonate In tetrahydrofuran at 20℃; for 0.5h;	96%
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20 - 60℃; for 52h;	75%

: 491-36-1
4-Hydroxyquinazoline

: 100-51-6
benzyl alcohol

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

Conditions

Conditions	Yield
Stage #1: 4-Hydroxyquinazoline With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; caesium carbonate In tetrahydrofuran at 20℃; for 0.833333h; Inert atmosphere; Stage #2: benzyl alcohol With caesium carbonate at 20℃; for 1.16667h;	96%

: 491-36-1
4-Hydroxyquinazoline

: 111-86-4
n-Octylamine

: 22754-11-6
N-octylquinazolin-4-amine

Conditions

Conditions	Yield
With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane at 125℃; for 2h;	96%

: 491-36-1
4-Hydroxyquinazoline

: 7250-67-1
1-(2-chloroethyl)pyrrolidine hydrochloride

: 3-[2-(pyrrolidin-1-yl)ethyl]-3,4-dihydroquinazoline-4-one

Conditions

Conditions	Yield
With potassium carbonate; sodium iodide In acetone for 24h; Reflux;	96%

: 491-36-1
4-Hydroxyquinazoline

1-(2-haloethyl)pyrrolidine: 1-(2-haloethyl)pyrrolidine

: 3-[2-(pyrrolidin-1-yl)ethyl]-3,4-dihydroquinazoline-4-one

Conditions

Conditions	Yield
With potassium carbonate; sodium iodide In acetone for 24h; Reflux;	96%

: 491-36-1
4-Hydroxyquinazoline

: 496789-08-3
1-(4'-chlorophenyl)-prop-2-enyl methyl carbonate

: 3-((S)-1-(4-chlorophenyl)allyl)quinazolin-4(3H)-one

Conditions

Conditions	Yield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R)-(+)-(6,6'-dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butylphenyl)phosphine] In 1,2-dichloro-ethane at 80℃; for 24h; Schlenk technique; Inert atmosphere; enantioselective reaction;	96%

: 491-36-1
4-Hydroxyquinazoline

: 83135-00-6
(hex-1-en-3-yl)methyl carbonate

: 3-((R)-hex-1-en-3-yl)quinazolin-4(3H)-one

Conditions

Conditions	Yield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R)-(+)-(6,6'-dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butylphenyl)phosphine] In 1,2-dichloro-ethane at 80℃; for 24h; Schlenk technique; Inert atmosphere; enantioselective reaction;	96%

: 491-36-1
4-Hydroxyquinazoline

: 6-(tert-butyldimethylsilyloxy)hex-1-en-3-yl methyl carbonate

: 3-((R)-5-((tert-butyldimethylsilyl)oxy)hex-1-en-3-yl)quinazolin-4(3H)-one

Conditions

Conditions	Yield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R)-(+)-(6,6'-dimethoxybiphenyl-2,2'-diyl)bis[bis(3,5-di-tert-butylphenyl)phosphine] In 1,2-dichloro-ethane at 80℃; for 24h; Schlenk technique; Inert atmosphere; enantioselective reaction;	96%

4-Hydroxyquinazoline Specification

The IUPAC name of 4(3H)-Quinazolinone is 1H-quinazolin-4-one. With the CAS registry number 491-36-1, it is also named as 4-Hydroxyquinazoline; 4-Quinazolinol. The product's categories are pyrimidine, alcohols and derivatives, heterocycles, quinolines, quinazolines and derivatives, quinazolinone and caspases/apoptosis. It is off-white to light beige crystalline powder which is insoluble in water.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.77; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.77; (4)ACD/LogD (pH 7.4): 0.77; (5)ACD/BCF (pH 5.5): 2.26; (6)ACD/BCF (pH 7.4): 2.27; (7)ACD/KOC (pH 5.5): 62.4; (8)ACD/KOC (pH 7.4): 62.5; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.666; (13)Molar Refractivity: 41.27 cm³; (14)Molar Volume: 110.8 cm³; (15)Polarizability: 16.36×10^-24 cm³; (16)Surface Tension: 52.7 dyne/cm; (17)Enthalpy of Vaporization: 54.38 kJ/mol; (18)Vapour Pressure: 0.000928 mmHg at 25°C; (19)Tautomer Count: 3; (20)Exact Mass: 146.048013; (21)MonoIsotopic Mass: 146.048013; (22)Topological Polar Surface Area: 41.5; (23)Heavy Atom Count: 11.

Preparation of 4(3H)-Quinazolinone: It is obtained by 2-amino-benzoic acid and formamide. This reaction needs reagent montmorillonite K-10 at microwave irradiation. The reaction time is 4 min. The yield is 88%.

Uses of 4(3H)-Quinazolinone: It can be used as pharmaceutical intermediates. It is also used in many organic synthesis. For example: It reacts with chloromethyl-benzene to get 3-benzyl-3H-quinazolin-4-one. This reaction needs reagent KF and triethylbenzylammonium chloride and solvent chlorobenzene by heating. The reaction time is 2 hours. The yield is 90%.

When you are using this chemical, please be cautious about it as the following:
It harmful if swallowed. And it is irritating to eyes, respiratory system and skin. So people should not breathe dust. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES: O=C2\N=C/Nc1ccccc12;
2. InChI: InChI=1/C8H6N2O/c11-8-6-3-1-2-4-7(6)9-5-10-8/h1-5H,(H,9,10,11).

The following is the toxicity data which has been tested.

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	450mg/kg (450mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 12, Pg. 1204, 1962.
mouse	LD50	oral	609mg/kg (609mg/kg)		Arzneimittel-Forschung. Drug Research. Vol. 12, Pg. 1204, 1962.

Product Name

4-Hydroxyquinazoline

Synthetic route

4-Hydroxyquinazoline Specification

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