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ChemicalBook CAS DataBase List Amidosulfuron
120923-37-7

Amidosulfuron synthesis

1synthesis methods
Methanesulfonamide, N-(aminosulfonyl)-N-methyl-

53203-08-0
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89392-03-0 Synthesis
4,6-Dimethoxy-2-(phenoxycarbonyl)aminopyrimidine

89392-03-0
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Yield:120923-37-7 96.8%

Reaction Conditions:

with hydrogenchloride in water;acetonitrile

Steps:

1 1-[(N-Methylsulfonyl-N-methylamino)sulfonyl]-3-(4,6-dimethoxy-2-pyrimidyl)urea
EXAMPLE 1 1-[(N-Methylsulfonyl-N-methylamino)sulfonyl]-3-(4,6-dimethoxy-2-pyrimidyl)urea 37.6 g of (N-methylsulfonyl-N-methylamino)sulfonamide are dissolved in 500 ml of acetonitrile, 55.0 g of phenyl 4,6-dimethoxy-2-pyrimidylcarbamate are added dropwise at room temperature, and the mixture is stirred for 18 hours at room temperature. Approx. 400 ml of acetonitrile are distilled off, and then 200 ml of water are added at 0° C., and the mixture is brought to pH 2-3 using 2N HCl. The product which has precipitated is filtered off with suction and washed with water. 72.6 g of the desired product of a purity of 98.4% are obtained, which corresponds to a yield of 96.8% of theory. The melting point of the product is 185-186° C.

References:

Hoechst Aktiengesellschaft US5155222, 1992, A

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