Dimethylamine → 2,4-Diamino-6-(3-dimethylsulfamylphenyl)-s-triazine

HRID 867159

Reaction equation

HRID 867159 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]([C:7]2[N:8]=[C:9]([NH2:14])[N:10]=[C:11]([NH2:13])[N:12]=2)=[CH:5][CH:6]=1.[CH3:15][NH:16][CH3:17].O1CCOCC1.Cl[S:25](O)(=[O:27])=[O:26]>>[NH2:13][C:11]1[N:10]=[C:9]([NH2:14])[N:8]=[C:7]([C:4]2[CH:3]=[CH:2][CH:1]=[C:6]([S:25](=[O:27])(=[O:26])[N:16]([CH3:17])[CH3:15])[CH:5]=2)[N:12]=1

Participants

5

Reactant 4

HCID 674DimethylamineHCID 7064BenzoguanamineHCID 24638Chlorosulfonic acidHCID 312751,4-Dioxane

Product 1

HCID 203177202,4-Diamino-6-(3-dimethylsulfamylphenyl)-s-triazine

Procedure

5.7 g of benzoguanamine is heated in 12 g of chlorosulfonic acid at 130° to 140° C. for 4 hours. After cooling, the reaction mixture is added dropwise into a mixture of 40 ml of 40% aqueous dimethylamine and 50 ml of dioxane under agitation and ice cooling, and after one hour agitation, the mixture is evaporated to dryness under vacuum. Thereafter, water is added to the mixture and the separated crystals are filtered out and recrystallized from dioxane. Melting point: 250°-251° C.; yield: 8.8 g.

Workup

  1. temperatureAfter cooling
  2. customthe mixture is evaporated to dryness under vacuum
  3. additionThereafter, water is added to the mixture
  4. filtrationthe separated crystals are filtered out
  5. customrecrystallized from dioxane

Sources & evidence

ORD record
ord-d5d29645d7544dbdb4d1de01a43c75c8
Source dataset
uspto-grants-1978_07
Patent number
US04103009

Linked notes

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