p-Toluenesulfonic acid → HCID 53642864, compound

HRID 1657961Notes

Reaction equation

HRID 1657961 reaction equation
[CH3:1][N:2]1[C:7](=[O:8])[NH:6][CH:5]([S:9][CH3:10])[N:4]([N:11]=C(C)C)[C:3]1=[O:15].C1(C)C=CC(S(O)(=O)=O)=CC=1>C(O)C>[CH3:1][N:2]1[C:7](=[O:8])[NH:6][CH:5]([S:9][CH3:10])[N:4]([NH2:11])[C:3]1=[O:15]

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 53804495HCID 53804495, compound

Product 1

HCID 53642864HCID 53642864, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

22.8 g (0.1 mol) of 1-methyl-3-isopropylideneamino-4-methylmercapto-tetrahydro-1,3,5-triazine-2,6-dione (prepared according to Example C-1) were dissolved in 250 ml of ethanol and warmed, with addition of a little p-toluene-sulphonic acid, for 5 hours to 50°C, a vacuum of approximately 200 mm Hg being applied. The mixture was evaporated in vacuo and the residue was recrystallized from ethanol. 18 g (96%) of 1-methyl-3-amino-4-methylmercapto-tetrahydro-1,3,5-triazine-2,6-dione were obtained as colorless needles, melting point 174°-175°C.

Workup

  1. customThe mixture was evaporated in vacuo
  2. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-de349780dfad4a989b9ea3c4181ca430
Source dataset
uspto-grants-1976_06
Patent number
US03962327

Reaction notes

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