ChemicalBook--->CAS DataBase List--->17329-31-6

17329-31-6

17329-31-6 Structure

17329-31-6 Structure
IdentificationBack Directory
[Name]

6-AMINO-3H-QUINAZOLIN-4-ONE
[CAS]

17329-31-6
[Synonyms]

6-Amino-4-quinazolinol
6-aminoquinazolin-4-ol
6-AMINO-4-QUINAZOLINONE
6-AMinoquinazolin-4-one
ASINEX-REAG BAS 10150436
6-amino-4(3h)-quinazolinone
6-AMINO-3H-QUINAZOLIN-4-ONE
6-AMINO-4(1H)-QUINAZOLINONE
6-amino-1H-quinazolin-4-one
6-AMINO-4-HYDROXYQUINAZOLINE
6-Amino-3H-quinazoline-4-one
4(3H)-Quinazolinone, 6-amino-
6-aMino-3,4-dihydroquinazolin-4-one
6-aMino-2,3-dihydroquinazolin-4(1H)-one
6-Amino-3H-quinazolin-4-one 6-Amino-4-quinazolinone
[Molecular Formula]

C8H7N3O
[MDL Number]

MFCD01219542
[MOL File]

17329-31-6.mol
[Molecular Weight]

161.16
Chemical PropertiesBack Directory
[Melting point ]

303 °C(Solv: water (7732-18-5))
[Boiling point ]

421.1±47.0 °C(Predicted)
[density ]

1.49±0.1 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[pka]

3.95±0.20(Predicted)
[Appearance]

Light yellow to yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
[Hazard Codes ]

Xi
[HazardClass ]

IRRITANT
Spectrum DetailBack Directory
[Spectrum Detail]

6-AMINO-3H-QUINAZOLIN-4-ONE(17329-31-6)1HNMR
Hazard InformationBack Directory
[Synthesis]

6-NITROQUINAZOLIN-4(3H)-ONE

6943-17-5

6-AMINO-3H-QUINAZOLIN-4-ONE

17329-31-6

General procedure for the synthesis of 6-amino-3H-quinazolin-4-one from 4-hydroxy-6-nitroquinazoline: a methanol (500 ml) solution of intermediate 5A (1 g, 5.23 mmol) was added to a 1 L three-necked flask to form a yellow suspension. Subsequently 10% palladium/carbon catalyst (0.056 g, 0.523 mmol) was added. The reaction mixture was stirred at room temperature and reacted for 4 hours under hydrogen balloon atmosphere. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated to give 0.84 g of yellow solid product (100% yield). The structure of the product was confirmed by 1H NMR (500 MHz, DMSO-d6) with chemical shifts δppm of 5.60 (s, 2H), 7.05 (dd, J = 8.80,2.75Hz, 1H), 7.16 (d, J = 2.75Hz, 1H), 7.36 (d, J = 8.80Hz, 1H), 7.74 (s, 1H ) and 11.80 (s, 1H).

[References]

[1] Patent: WO2008/79759, 2008, A1. Location in patent: Page/Page column 90
[2] Patent: WO2008/79836, 2008, A2. Location in patent: Page/Page column 86
[3] Tetrahedron Letters, 2003, vol. 44, # 24, p. 4455 - 4458
[4] European Journal of Medicinal Chemistry, 2012, vol. 50, p. 264 - 273
[5] Chemical and Pharmaceutical Bulletin, 2014, vol. 62, # 12, p. 1166 - 1172
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