7-broMo-1,2-dihydro-2-oxoquinoline-4-carboxylic acid synthesis
- Product Name:7-broMo-1,2-dihydro-2-oxoquinoline-4-carboxylic acid
- CAS Number:762260-63-9
- Molecular formula:C10H6BrNO3
- Molecular Weight:268.06
Yield:762260-63-9 88%
Reaction Conditions:
with sodium acetate in acetic acid;
Steps:
Synthesis of intermediates: 7-Bromo-2-oxo-1,2-dihydroquinoline-4-carboxylic acid
A mixture of 6-bromoisatin (226 mg, 1 mmol), malonic acid, (114 mg, 1.1 mmols) and sodium acetate (103 mg, 1.25 mmols) and acetic acid (2.5 ml) the was stirred under a nitrogen atmosphere for 5 h. Additional sodium acetate (100 mg) was added and the resultant mixture was heated overnight. The reaction mixture was cooled to room temperature, excess acetic acid was removed under reduced pressure and the resultant pinkish brown solid was washed with copious amounts of water and dried under vacuum to obtain the desired product (234 mg, 88%). 'H NMR (300 MHZ, DMSO-d6): 6. 88 (s, 1H), 7.44 (d, 1H), 7.58 (s, 1H), 8.18 (d, 1H), 12.11 (br s, 1H), INLZ 268
References:
WO2004/81008,2004,A1 Location in patent:Page 63-64
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