Acetic Anhydride → [3-[(4-chlorophenyl)sulfanyl]-1-(2-ethoxy-2-oxoethyl)-2-methyl-4,5,6,7-tetrahydro-1H-indol-4-ylidene]amino acetate

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Reaction Steps

Acetic anhydride (4.33 mL, 45.8 mmol) was added to a slurry of ethyl [3-(4-chlorophenylsulfanyl)-4-(hydroxyimino)-2-methyl-4,5,6,7-tetrahydro-1H-indol-1-yl]acetate (15 g, 38.2 mmol) in xylene (33.75 mL) and acetic acid (3.75 mL) and the mixture stirred at r.t. for around 20 mins. A sample of the title compound was isolated by filtration and dried at 40° C. m/z 435/437 (MH+); 1H NMR: 7.27-7.23 (2H, m), 7.00-6.96 (2H, m), 4.92 (2H, s), 4.19 (2H, q, J=7.1 Hz), 2.68-2.59 (4H, m), 2.19 (3H, s), 1.90 (3H, s), 1.89-1.81 (2H, m), 1.22 (3H, t, J=7.1 Hz).

Provenance & Evidence