Water → HCID 88627667, compound

Participants

Reaction Steps

Ethyl (Z)-2-(3,3-dichloroprop-2-en-1-yloxyimino)-2-(2-triphenylmethylaminothiazol-4-yl)acetate (622 mg, 1.09 mmol) was dissolved in 98% formic acid (5 ml) and treated with water (1.5 ml). After stirring for 2 h the formic acid and water were removed under reduced pressure. Toluene was added and the process repeated. The residue was chromatographed on silica-gel eluting with ethyl acetate/hexane mixtures to give the title compound (298 mg, 84%) m.p. 135°-136°; [Found C, 37.25; H, 3.46; N, 13.12. C10H11Cl2N3O3S requires C, 37.05; H, 3.42; N, 12.96%]. νmax (CH2Cl2) 3475, 3380, 3110, 1735, 1605, 1530, 1375, 1180, and 1025 cm-1 ; δH (60 MHz, CDCl3) 1.30 (3H, t, J ca 7 Hz), 4.37 (2H, q, J ca 7 Hz), 4.72 (2H, d, J ca 6.5 Hz), 5.83 (2H, broad s), 6.1 (1H, t, J ca 6.5 Hz), and 6.66 (1H, s).

Provenance & Evidence