Process of preparing an isothiocyanate intermediate used in the

Details Process of preparing an isothiocyanate intermediate used in the Process of preparing an isothiocyanate intermediate used in the

1990-04-02

1991-08-27

Lee, Mary C.

Organic compounds -- part of the class 532-570 series

Organic compounds

Chalcogen in the nitrogen containing substituent

558 18, C07C33100, C07D27904

Patent

active

050434420

ABSTRACT:
A process for preparing 2,6-dimethylphenylisothiocyanate comprises the steps of dissolving 2,6-dimethylaniline in carbon disulfide and ammonium hydroxide to form a dithiocarbamate salt. The salt is reacted with ethyl chloroformate to form 2,6-dimethylphenylisothiocyanate, which may thereafter be reacted with 3-amino-1-propanol and subsequently cyclized, by treating with hydrochloric acid, to form xylazine.

REFERENCES:
patent: 2595723 (1952-05-01), Spiegelberg et al.
patent: 3235550 (1966-02-01), Behner et al.
patent: 3341564 (1967-09-01), Potts et al.
patent: 4614798 (1986-09-01), Elliott et al.
Fujinami, et al., Decomposition of O-Ethyl N-Substituted Thiocarbamates and Carbamates with Butyl-Lithium and Carbon Disulfide or Sulfur Dioxide; Nippon Kagaku Kaishi 1978, (5), 773-4 (Japan).
Shahak, et al.; Conversion of Amides to Thiol Acids and Isothiocyanates. A Novel Method for Breaking of the Amide Bond; Journal of the American Chemical Society/ 95.10/May 16, 1973, pp. 3340-1 (U.S.).

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