Dimethyl-1,3,5-triazin-2-amine → N-[(4,6-Dimethyl-1,3,5-triazin-2-yl)aminocarbonyl]-2-methylbenzenesulfonamide

HRID 1704610Notes

Reaction equation

HRID 1704610 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([CH3:8])[N:5]=[C:4]([CH3:9])[N:3]=1.[CH3:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[S:17]([N:20]=[C:21]=[O:22])(=[O:19])=[O:18]>C(#N)C>[CH3:9][C:4]1[N:5]=[C:6]([CH3:8])[N:7]=[C:2]([NH:1][C:21]([NH:20][S:17]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[CH3:10])(=[O:19])=[O:18])=[O:22])[N:3]=1

Participants

4

Reactant 2

HCID 15820Dimethyl-1,3,5-triazin-2-amineHCID 2733313o-Toluenesulfonyl Isocyanate

Product 1

HCID 22757969N-[(4,6-Dimethyl-1,3,5-triazin-2-yl)aminocarbonyl]-2-methylbenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To 12.3 g 2-amino-4,6-dimethyl-1,3,5-triazine in 250 ml of dry acetonitrile was added, with stirring, 19.7 g of 2-methylbenzenesulfonyl isocyanate at a rate designed to avoid excessive heating of the reaction mixture. Stirring was continued until the desired product crystallized. The product was removed by filtration, washed with a small amount of ethyl ether and dried. The resulting product, N-[(4,6-dimethyl-1,3,5-triazin-2-yl)aminocarbonyl]-2-methylbenzenesulfonamide, melted at 141°-145° C.

Workup

  1. temperatureto avoid excessive heating of the reaction mixture
  2. stirringStirring

Sources & evidence

ORD record
ord-ad44f95482bf4674a7e256643652f4ca
Source dataset
uspto-grants-1978_11
Patent number
US04127405

Reaction notes

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