2-alkoxy-4-hydrazinopyrimidine compounds

Details 2-alkoxy-4-hydrazinopyrimidine compounds 2-alkoxy-4-hydrazinopyrimidine compounds

1993-11-05

1995-10-24

Ford, John M.

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

Organic compounds

Nitrogen attached directly or indirectly to the purine ring...

C07D23947

Patent

active

054611539

ABSTRACT:
5-Alkoxy-1,2,4-triazolo[4,3-c]pyrimidine-3(2H)-thione compounds, such as 5-ethoxy-8-fluoro-1,2,4-triazolo[4,3-c]pyrimidine-3(2H)-thione, were prepared by cyclization of 2-alkoxy-4-hydrazinopyrimidine compounds, such as 2-ethoxy-5-fluoro-4-hydrazinopyrimidine, with carbon disulfide and hydrogen peroxide. The reaction can be carried out in the presence of a trialkylamine, such as triethylamine, in which case a trialkylammonium salt is obtained. The products are useful intermediates in the preparation of 5-alkoxy[1,2,4]triazolo[1,5-c]pyrimidine-2-sulfonamide herbicides.

REFERENCES:
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Naito, et al., Chem. Pharm. Bull., 17, 1467-1478 (1969).
Johar, Indian Journal of Chemistry, 8, 759-760 (1970).
Broadbent et al., J. Chem. Soc., 1965, 3369-3372.
Miller et al., J. Chem. Soc., 1963, 5642-5659.
Undheim et al., Acta Chemica Scandinavica, 23, 294-299 (1969).

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