Method of preparing alkylisothiocyanic acid esters

Details Method of preparing alkylisothiocyanic acid esters Method of preparing alkylisothiocyanic acid esters

1991-01-15

1993-05-04

Lee, Mary C.

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

Organic compounds

Isothiocyanate esters

C07C33120

Patent

active

052083616

ABSTRACT:
Alkylisothiocyanic acid esters having the formula R--N.dbd.C.dbd.S can be prepared by reacting N-alkyldithiocarbamates with hydrogen peroxide in aqueous phase at 95.degree. to 130.degree. C. The aqueous solution of N-alkyldithiocarbamate is reacted with a 20 to 40% by weight aqueous solution of hydrogen peroxide in a volumetric ratio of 1 to 0.8 to 1 while maintaining a pH of 1.5 to 4.5. The solutions are preferably sprayed into a reactor, at which time the alkylisothiocyanate formed distills off in vapor form and an aqueous phase containing the byproducts collects in the reactor. The method is capable of significantly increasing the space-time yield because much less sulfur is formed in comparison to the previously known method, which takes place at pH 5 to 9, thereby minimizing the shutdown times previously required for cleaning the reactor.

REFERENCES:
patent: 3637788 (1972-01-01), Werth et al.
patent: 3787472 (1974-01-01), Giesselmann
German Article from Ullmanns Encyklopadie der technischen Chemie on "Thiocyanate und isothiocyanate Organische" pp. 154-159, (1975).

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