3-Quinolinecarbonitrile, 4-hydroxy-7-Methoxy-6-nitro- synthesis
- Product Name:3-Quinolinecarbonitrile, 4-hydroxy-7-Methoxy-6-nitro-
- CAS Number:492456-52-7
- Molecular formula:C11H7N3O4
- Molecular Weight:245.19
71083-64-2
1 suppliers
inquiry
492456-52-7
22 suppliers
inquiry
Yield:492456-52-7 40%
Reaction Conditions:
with ammonium nitrate in (2S)-N-methyl-1-phenylpropan-2-amine hydrate;acetic acid;trifluoroacetic acid;
Steps:
2 7-Methoxy-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carbonitrile
EXAMPLE 2 7-Methoxy-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carbonitrile An amount of 7-methoxy-4-oxo-1,4-dihydro-quinoline-3-carbonitrile (30 g, 0.15 mol) was stirred in trifluoroacetic acid (450 mL), and to this was added portionwise over 3.5 hours, ammonium nitrate (30 g, 0.38 mol). The reaction mixture was evaporated to a black paste and subsequently stirred with ice water, saturated sodium bicarbonate solution, and filtered to obtain 32.3 g of the crude product. Additional purification was carried out by refluxing the crude material in acetic acid (1300 mL) for 0.5 hours. The mixture was cooled to room temperature, filtered and dried to give a brown solid (14.4 g, 40% yield), m.p. 240° C. decomp.; 1H NMR (DMSO-d6) δ 12.9 (s, 1H), 8.80 (s, 1H), 8.54 (s, 1H), 7.27 (s, 1H), 4.02 (s, 3H); HRMS (EI) m/z 245.0408 (M+1).
References:
US2003/65180,2003,A1
536-90-3
290 suppliers
$10.00/5g
492456-52-7
22 suppliers
inquiry