6-Methoxy-N2,N2-dimethyl-1,3,5-triazine-2,4-diamine → N-[(4-Dimethylamino-6-methoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-methylbenzenesulfonamide

HRID 224214Notes

Reaction equation

HRID 224214 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([N:8]([CH3:10])[CH3:9])[N:5]=[C:4]([O:11][CH3:12])[N:3]=1.[CH3:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[S:20]([N:23]=[C:24]=[O:25])(=[O:22])=[O:21]>C(Cl)Cl>[CH3:10][N:8]([CH3:9])[C:6]1[N:5]=[C:4]([O:11][CH3:12])[N:3]=[C:2]([NH:1][C:24]([NH:23][S:20]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[CH3:13])(=[O:22])=[O:21])=[O:25])[N:7]=1

Participants

4

Reactant 2

HCID 7932556-Methoxy-N2,N2-dimethyl-1,3,5-triazine-2,4-diamineHCID 2733313o-Toluenesulfonyl Isocyanate

Product 1

HCID 23332180N-[(4-Dimethylamino-6-methoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2-methylbenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a stirred solution of 0.85 g of 2-amino-4-dimethylamino-6-methoxy-1,3,5-triazine in 40 ml of methylene chloride was added, dropwise, 1.0 g of 2-methylbenzenesulfonyl isocyanate in 10 ml of methylene chloride. After stirring 24 hours, the resulting solution was evaporated to yield a solid. Recrystallization from benzene/hexane yielded the product named above melting at 194°-198°.

Workup

  1. customthe resulting solution was evaporated
  2. customto yield a solid
  3. customRecrystallization from benzene/hexane
  4. customyielded the product

Sources & evidence

ORD record
ord-423e1b37aeb7401ea7dd50a38d0eaa90
Source dataset
uspto-grants-1980_11
Patent number
US04231784

Reaction notes

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