Preparation of 1-amino-1,3,5-triazine-2,4(1H, 3H)-diones

Details Preparation of 1-amino-1,3,5-triazine-2,4(1H, 3H)-diones Preparation of 1-amino-1,3,5-triazine-2,4(1H, 3H)-diones

1982-02-05

1984-01-17

Ford, John M.

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

Organic compounds

Four or more ring nitrogens in the bicyclo ring system

C07D25138

Patent

active

044265239

ABSTRACT:
Herbicidal 1-amino-1,3,5-triazine-2,4(1H, 3H)-diones of the general formula ##STR1## are obtained in good yields if an N-substituted O-aryl N-chlorocarbonyl carbamate of the general formula ##STR2## is reacted with an isothiosemicarbazone of the general formula ##STR3## or hydrohalide thereof, (R.sup.1 to R.sup.4 in formulae (I) to (III) having the meanings given in the description), at a temperature between 0.degree. and 50.degree. C., in the presence of an acid-binding agent, the open-chain intermediate products formed thereby are then heated (if appropriate without intermediate isolation), in a second stage, to a temperature between 50.degree. and 150.degree. C. and, finally, in a third stage, the 1-alkylideneamino-1,3,5-triazine-2,4(1H, 3H)-dione formed thereby is hydrolyzed (if appropriate again without intermediate isolation) in an acid medium.

REFERENCES:
patent: 3907796 (1975-09-01), Jewell et al.
patent: 3950367 (1976-04-01), Botta
patent: 4356024 (1982-10-01), Dickore et al.

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