2,4-Dichloro-5-thiazolecarboxaldehyde and a process for its prep

Details 2,4-Dichloro-5-thiazolecarboxaldehyde and a process for its prep 2,4-Dichloro-5-thiazolecarboxaldehyde and a process for its prep

1984-02-02

1985-11-26

Gerstl, Robert

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

548205, C07D27720

Patent

active

045555770

ABSTRACT:
The new 2,4-dichloro-5-thiazolecarboxaldehyde of the formula ##STR1## can be prepared in good yields by reacting 2,4-thiazolidinedione (III) with 1-1.5 mol of dimethylformamide and 3-10 mol of phosphorus oxychloride at the reflux temperature of the reaction mixture (about 115.degree. C.) until evolution of HCl gas has ended, and then working up hydrolytically.
The aldehyde (II) can readily be converted, via the new oxime (IV), into the corresponding nitrile, 2,4-dichloro-5-cyanothiazole (V), which is a known intermediate for the preparation of herbicidal active compounds of the thiazolyloxyacetamide type.

REFERENCES:
patent: 4395544 (1983-07-01), Egli
Sandler, Organic Functional Group Preparations vol. III, pp. 378-379, (1972).

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