Methanesulfonamide, N-(aminosulfonyl)-N-methyl- → 1-[(N-Methylsulfonyl-N-methylamino)sulfonyl]-3-(4-methoxy-6-methyl-2-pyrimidyl)urea

HRID 466255

Reaction equation

[CH3:1][S:2]([N:5]([S:7]([NH2:10])(=[O:9])=[O:8])[CH3:6])(=[O:4])=[O:3].[CH3:11][O:12][C:13]1[CH:18]=[C:17]([CH3:19])[N:16]=[C:15]([NH:20][C:21](=O)[O:22]C2C=CC=CC=2)[N:14]=1>ClC1C=CC=CC=1>[CH3:1][S:2]([N:5]([S:7]([NH:10][C:21]([NH:20][C:15]1[N:14]=[C:13]([O:12][CH3:11])[CH:18]=[C:17]([CH3:19])[N:16]=1)=[O:22])(=[O:9])=[O:8])[CH3:6])(=[O:4])=[O:3]

Participants

Conditions

Temperature: 100 °C

Procedure

37.6 g of (N-methylsulfonyl-N-methylamino)sulfonamide are dissolved in 500 ml of chlorobenzene, 51.8 g of phenyl 4-methoxy-6-methyl-2-pyrimidylcarbamate are added dropwise at room temperature to the solution, and the mixture is stirred for 5 hours at 100° C. The mixture is cooled to 0° C., the precipitate is then filtered off, and, after washing with 100 ml of chlorobenzene, 68.8 g of the desired product of a purity of 98.7% are obtained. This corresponds to a yield of 96.4% of theory. The melting point of the product is 118-120° C.

Workup

temperatureThe mixture is cooled to 0° C.
filtrationthe precipitate is then filtered off
washafter washing with 100 ml of chlorobenzene, 68.8 g of the desired product of a purity of 98.7%
customare obtained
customis 118-120° C.

Sources & evidence

ORD record: ord-55bb1e8f570f42b7b39a2ad831b1a37b
Source dataset: uspto-grants-1992_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05155222

Linked notes

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