Production of S-substituted isothioureas
US4578463A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Jul 18, 1984 |
| Grant date | Mar 25, 1986 |
| Priority date | — |
| Expiry date | Jul 18, 2004 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D253/07
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
A process for the production of an S-substituted isothiourea including the functional group ##STR1## in which R.sup.1 is an alkyl, alkenyl, aryl or aralkyl radical, comprising reacting a thiourea including the functional group ##STR2## with an alpha-activated etherifying agent of the formula EQU X--A--Y in which PA1 X is a halogen atom, PA1 A is a direct bond or CH.sub.2, and PA1 Y is an electron withdrawing group, thereby to produce the ether ##STR3## and in a second step reacting the ether with a compound of the formula R.sup.1 SH. The process is particularly applicable to the production of the known herbicide ##STR4## 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.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.