Propenimidates, their preparation and rearrangement to pyrimidines

摘要

Propenimidates are provided having the formula: wherein X and Y are independently O or S; and R1 and R2 are independently C1-C4 alkyl, (CH2)nOR3 where R3 is C1-C4 alkyl and n is 1 or 2, CH2CH2Cl, or CH2CF3, provided that when R or R2 is CH2CH2Cl or CH2CF3, then the respective X or Y is O. Preferred propenimidates have X and Y as O and R1 and R2 as methyl or ethyl. The propenimidates are made by preparing a monohydrohalide salt from a dihydrohalide salt of the formula: and then contacting the monohydrohalide salt with cyanamide. The propenimidates upon heating ring close to pyrimidines which are useful in preparing herbicidal compounds.