8-NITROQUINAZOLIN-4-OL synthesis
- Product Name:8-NITROQUINAZOLIN-4-OL
- CAS Number:53638-54-3
- Molecular formula:C8H5N3O3
- Molecular Weight:191.14
Yield: 1.8 g
Reaction Conditions:
at 150; for 2 h;Sealed tube;
Steps:
7.1 Step 1:
Preparation of 8-Nitroquinazolin-4(3H)-one
A suspension of 2-amino-3-nitrobenzoic acid (3.0 g, 16.48 mmol) and NH4OAc (5.2 g, 83.87 mmol) in CH(OEt)3 (20 mL) was heated in a sealed tube at 150° C. for 24 h.
Then the reaction was quenched with aq. NaHCO3 solution at rt and the precipitate obtained was filtered and dried.
The solid mass was purified by column chromatography using 2-3% MeOH in CHCl3 to afford 1.8 g of the title product. 1H NMR (300 MHz, DMSO d6): δ 12.72 (br s, 1H), 8.34 (d, J=7.8 Hz, 1H), 8.29 (d, J=7.8 Hz, 1H), 8.24 (s, 1H), 7.69-7.64 (t, J=7.8 Hz, 1H); MS (m/z): 192.19 (M+H)+.
References:
Glenmark Pharmaceuticals S.A.;GHARAT, Laxmikant Atmaram;Banerjee, Abhisek;Khairatkar-Joshi, Neelima;Kattige, Vidya Ganapati US2013/210844, 2013, A1 Location in patent:Paragraph 0308; 0309; 0310
606-18-8
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