Diisopropyl Ether → HCID 14294115, compound

Participants

Reaction Steps

A mixture of 110 g of 2-(1-thioxoethyl)thioglycolic acid, ethyl ester, 65.2 g of ethyl hydrazinocarboxylate and 500 ml of dichloromethane was heated at reflux for 3 hours, then concentrated in vacuo. The oily residue was concentrated further under high vacuum, giving a yellow oil. This oil was dissolved in 500 ml of dichloromethane and passed through a bed of hydrous magnesium silicate, washing with additional dichloromethane. The resulting light yellow oil was crystallized from diisopropyl ether giving a 79% yield of the desired compound as ivory crystals, mp 54.0-57.5° C. Proton nuclear magnetic resonance (δ ppm], CDCl3) 90MHz: 1.30 (t, 3H, J =7.4Hz, CH3CH2); 2.55 (s, 3H, CH3CS); 4.25 (q, 2H, CH2CH3); 8.75 (bs, 1H, NH); 10.35 (bs, NH).

Provenance & Evidence