Trityl chloride → Ethyl 2-(2-tritylamino-4-thiazolyl)-2-hydroxyimino-acetate hydrochloride

Participants

Reaction Conditions

Reaction Steps

A mixture of 43.2 g of the product of Step A in 120 ml of dry dimethylformamide was cooled to -35° C. and after the addition of 32 ml of triethylamine, 60 g of trityl chloride were added thereto in fractions over 30 minutes. The temperature was allowed to increase during which total dissolution occurred and the mixture was heated at 30° C. for one hour and was then poured into 1.2 liters of ice water containing 40 ml of 22° Be hydrochloric acid. The mixture was stirred in an ice bath and was then vacuum filtered. The recovered product was rinsed with N hydrochloric acid and was empasted with ether to obtain 69.3 g of the syn isomer of ethyl 2-(2-tritylamino-4-thiazolyl)-2-hydroxyimino-acetate HCl.

Provenance & Evidence