Propenimidates, their preparation and rearrangement to...

C - Chemistry – Metallurgy – 07 – D

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C07D 239/28 (2006.01)

Patent

CA 1137476

Title PROPENIMIDATES, THEIR PREPARATION AND REARRANGEMENT TO PYRIMIDINES Abstract of the Disclosure Propenimidates are provided having the formula: Image 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, CH2CH2C1, or CH2CF3, provided that when R1 or R2 is CH2CH2C1 or CH2CF3, then the respective X or Y is O. Preferred propenimidates have X and Y as O and R' and R2 as methyl or ethyl. The propenimidates are made by preparing a monohydrohalide salt from a dihydrohalide salt of the formula: Image and then contacting the monohydrohalide salt with cyanamide. The propenimidates upon heating ring close to pyrimidines which are useful in preparing herbicidal compounds.

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