Methyl 5-amino-2-cyanobenzoate synthesis
- Product Name:Methyl 5-amino-2-cyanobenzoate
- CAS Number:947494-53-3
- Molecular formula:C9H8N2O2
- Molecular Weight:176.17
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Yield:-
Reaction Conditions:
in N,N-dimethyl-formamide at 150; for 1.16667 h;
Steps:
2.b
b) 5-Amino-2-cyanobenzoic acid methyl ester; The mixture of 5-amino-2-bromobenzoic acid methyl ester (14.27 g, 62.0 mmol) and CuCN (6.11 g, 68.2 mmol) in DMF (130 ml) was heated at 15O0C for Ih 10 min under nitrogen atmosphere. The mixture was cooled to 70 0C and poured into the mixture of water (250 ml) and 12.5 % NH3 (500 ml). The product was extracted into ethyl acetate (3 x 250 ml). The organic phase was washed several times with 12.5 % NH3 and water, dried over Na2SO4 and concentrated under vacuum.1H NMR (400 MHz, DMSO-d6): 3.86 (3H, s), 6.46 (2H, broad s), 6.80 (IH, dd, 3J= 8.5 Hz, 4J= 2.4 Hz), 7.23 (IH, d, 4J= 2.3 Hz), 7.51 (IH, d, 3J= 8.5 Hz).
References:
WO2007/99200,2007,A1 Location in patent:Page/Page column 10
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