| Identification | Back Directory | [Name]
6-NITROQUINAZOLIN-4(3H)-ONE | [CAS]
6943-17-5 | [Synonyms]
NSC 51669
Afatinib Impurity 102
6-NITRO-4-QUINAZOLONE
6-NITROQUINAZOLIN-4-OL
6-NITROQUIZOLIN-4(3H)-ONE
6-nitro-1H-quinazolin-4-one
6-nitroquinazolin-4(1H)-one
6-Nitro-3H-quinazolin-4-one
6-NITROQUINAZOLIN-4(3H)-ONE
6-NITRO-4(3H)-QUINAZOLINONE
6-NITRO-4(1H)-QUINAZOLINONE
4-hydroxy-6-nitroquinazoline
6-Nitro-4-hydroxyquinazoline
4(3H)-Quinazolinone, 6-nitro-
6-nitro-1,4-dihydroquinazolin-4-one
6-nitro-3,4-dihydroquinazolin-4-one
6-nitro-2,3-dihydroquinazolin-4(1H)-one | [Molecular Formula]
C8H5N3O3 | [MDL Number]
MFCD08460966 | [MOL File]
6943-17-5.mol | [Molecular Weight]
191.14 |
| Chemical Properties | Back Directory | [Melting point ]
286-287 °C | [Boiling point ]
407.0±47.0 °C(Predicted) | [density ]
1?+-.0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
DMSO (Slightly), Methanol (Slightly, Heated) | [form ]
Solid | [pka]
-1.01±0.20(Predicted) | [color ]
Yellow | [InChI]
InChI=1S/C8H5N3O3/c12-8-6-3-5(11(13)14)1-2-7(6)9-4-10-8/h1-4H,(H,9,10,12) | [InChIKey]
MOBNCKURXDGQCB-UHFFFAOYSA-N | [SMILES]
N1C2=C(C=C([N+]([O-])=O)C=C2)C(=O)NC=1 |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow Solid | [Uses]
Intermediate in the preparation of anticancer agents and enzyme inhibitors. | [Synthesis]
1. Preparation of 6-nitro-3H-quinazolin-4-one: 150 g of 2-amino-5-nitrobenzoic acid was added to 200 ml of formamide and stirred until completely dissolved. The reaction mixture was heated to 170°C and maintained at this temperature for 4 hours. After completion of the reaction, the mixture was cooled to 100°C. 500 ml of ice water was slowly added and stirring was continued for 1 hour. Subsequently, the mixture was filtered under reduced pressure and the solid product was collected. The solid was washed with plenty of water to remove residual reactants and by-products. Finally, the resulting solid was dried at 40 °C for 15 h to afford 4-hydroxy-6-nitroquinazoline (140 g, 90% yield). The structure of the product was confirmed by 1H-NMR (DMSO-d6, 300 MHz): δ8.77 (d, J = 2.7 Hz, 1H), 8.55 (dd, J = 6.9 Hz, 1H), 8.36 (s, 1H), 7.84 (d, J = 9 Hz, 1H). | [References]
[1] Patent: WO2006/71017, 2006, A1. Location in patent: Page/Page column 34
[2] Tetrahedron Letters, 2002, vol. 43, # 21, p. 3911 - 3913
[3] Tetrahedron Letters, 2003, vol. 44, # 24, p. 4455 - 4458
[4] Patent: US2005/187231, 2005, A1. Location in patent: Page/Page column 14
[5] Tetrahedron, 2013, vol. 69, # 15, p. 3182 - 3191 |
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| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Heterochem
|
| Telephone: |
027-88041443 13072715837 |
| Website: |
www.hetero-chem.com |
|