PURPOSE: To obtain the titled compound useful as a herbicide economically, by chlorinating a specific compound obtained from hydrazine, etc. as starting raw materials.
CONSTITUTION: A compound shown by the formula I (R is lower alkyl, alkoxyalkyl, or propargyl; R1 is lower alkyl, haloalkyl, or allyl; R2 is H, or lower alkyl) is reacted with a chlorinating agent such as thionyl chloride, sulfuryl chloride, etc. in an inert solvent such as acetonitrile, etc., to give a compound shown by the formula II. The compound shown by the formula I is obtained by reacting hydrazine shown by the formula III with a compound shown by the formula IV (R3 is lower alkyl) under heating to give a compound, reacting this compound with a compound shown by the formula R1Z (Z is halogen), reducing the reaction product, diazotizing it, decomposing it thermally to give a compound shwn by the formula V, reacting it further with a compound shown by the formula R.Z in an inert solvent.
SUDOU KEIJI
YAMAMOTO MORIHARU