Production of s-substituted isothioureas

Details Production of s-substituted isothioureas Production of s-substituted isothioureas

C - Chemistry, Metallurgy

07

D

260/248.6, 260/2

C07D 251/38 (2006.01) C07D 253/06 (2006.01) C07D 253/07 (2006.01) C07D 253/075 (2006.01)

Patent

CA 1221094

ABSTRACT A process for the production of an S-substituted isothiourea including the functional group Image in which R1 is an alkyl, alkenyl, aryl or aralkyl radical, comprising reacting a thiourea including the functional group Image with an alpha-activated etherifying agent of the formula X - A - Y in which X is a halogen atom, A is a direct bond or CH2, and Y is an electron withdrawing group, thereby to produce the ether Image and in a second step reacting the ether with a compound of the formula R1SH. The process is particularly applicable to the production of the known herbicide Image from the corresponding thiourea where in the first step chloroacetic acid is used to form the S- carboxymethyl isothiourea which is then interchanged with ethyl mercaptan. Higher overall yields and/or economies are thereby achieved.

481275

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