4-Methoxy-6-methylpyrimidin-2-amine → 1-[(N-Methylsulfonyl-N-methylamino)sulfonyl]-3-(4-methoxy-6-methyl-2-pyrimidyl)urea
Reaction equation
[CH3:1][S:2]([N:5]([S:7]([NH:10][C:11](=[O:15])OCC)(=[O:9])=[O:8])[CH3:6])(=[O:4])=[O:3].[NH2:16][C:17]1[N:22]=[C:21]([O:23][CH3:24])[CH:20]=[C:19]([CH3:25])[N:18]=1>ClC1C=CC=CC=1>[CH3:1][S:2]([N:5]([S:7]([NH:10][C:11]([NH:16][C:17]1[N:22]=[C:21]([O:23][CH3:24])[CH:20]=[C:19]([CH3:25])[N:18]=1)=[O:15])(=[O:8])=[O:9])[CH3:6])(=[O:3])=[O:4]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
52.0 g of ethyl (N-methylsulfonyl-N-methylamino)sulfonylcarbamate are dissolved in 500 ml of chlorobenzene, 27.8 g of 2-amino-4-methoxy-6-methylpyrimidine are added at room temperature, and the mixture is heated at 50° C. for 5 hours. After cooling to 0° C., the precipitate is filtered off. After washing with 100 ml of chlorobenzene, 68.8 g of the desired product of a purity of 98.9% are obtained; this corresponds to a yield of 96.4% of theory. The melting point of the product is 118°-120° C.
Workup
- temperatureAfter cooling to 0° C.
- filtrationthe precipitate is filtered off
- washAfter washing with 100 ml of chlorobenzene, 68.8 g of the desired product of a purity of 98.9%
- customare obtained
- customis 118°-120° C.
Sources & evidence
- ORD record
- ord-75afe0bdbbf8443d95583a02e8f33005
- Source dataset
- uspto-grants-1992_10
- Patent number
- US05157121
Reaction notes
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