Dichloromethane → 2-Difluoromethylthio-N-[N-(4,6-dimethoxy-1,3,3-triazin-2-yl)-N-methylaminocarbonyl]benzenesulfonamide

HRID 1248774Notes

Reaction equation

HRID 1248774 reaction equation
[CH3:1][O:2][C:3]1N=[C:7]([O:9][CH3:10])[N:6]=[C:5]([NH:11][CH3:12])[N:4]=1.[F:13][CH:14]([F:28])[S:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[S:22]([N:25]=[C:26]=[O:27])(=[O:24])=[O:23].[CH2:29](Cl)Cl>>[F:28][CH:14]([F:13])[S:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[S:22]([NH:25][C:26]([N:11]([C:5]1[N:4]=[C:3]([O:2][CH3:1])[CH:29]=[C:7]([O:9][CH3:10])[N:6]=1)[CH3:12])=[O:27])(=[O:24])=[O:23]

Participants

4

Reactant 3

HCID 6344Dichloromethane2×HCID 350174,6-dimethoxy-N-methyl-1,3,5-triazin-2-amineHCID 202259522-Difluoromethylthiobenzenesulfonyl isocyanate

Product 1

HCID 202259612-Difluoromethylthio-N-[N-(4,6-dimethoxy-1,3,3-triazin-2-yl)-N-methylaminocarbonyl]benzenesulfonamide

Procedure

To 0.80 g of 4,6-dimethoxy-2-methylamino-1,3,5-triazine in 25 ml of dry methylene chloride was added at ambient temperature 1.33 g of 2-difluoromethylthiobenzenesulfonyl isocyanate in 15 ml of methylene chloride. The reaction mixture was stirred for 16 hours and the resultant precipitate removed by filtration. It melted at 158°-164°, showed absorption peaks by Nuclear Magnetic Resonance (60MC) at:

Workup

  1. customthe resultant precipitate removed by filtration
  2. customabsorption peaks by Nuclear Magnetic Resonance (60MC) at:

Sources & evidence

ORD record
ord-59e1724c5aac40aab9afbf1057ee2d00
Source dataset
uspto-grants-1986_12
Patent number
USH0000168

Reaction notes

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