Water → HCID 14695186, compound

HRID 1074144Notes

Reaction equation

HRID 1074144 reaction equation
[C:1]([N:4]1[CH:8]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:6]=[C:5]1[SH:15])(=[O:3])C.C(N(CC)CC)C.[CH3:23][N:24]=[C:25]=[O:26].O>CN(C)C=O>[CH3:23][N:24]1[C:25](=[O:26])[S:15][C:5]2=[N:6][C:7]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)=[CH:8][N:4]2[C:1]1=[O:3]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 12228Methyl IsocyanateHCID 178473747HCID 178473747, compound

Product 1

HCID 14695186HCID 14695186, compoundYield 56.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In 10 ml of N,N-dimethylformamide was dissolved 0.6 g (2.75 millimoles) of 1-acetyl-4-phenyl-2-mercaptoimidazole, and 1.0 ml of triethylamine was added to the solution. Then, 0.65 ml (10.9 millimoles) of methyl isocyanate was further added to the solution and the mixture was stirred at room temperature overnight. Then, 20 ml of water was added to the reaction mixture, and the mixture was stirred for 1 hour and the precipitated crystal was recovered by filtration to obtain 0.4 g (yield=56%) of intended 3-methyl-7-phenyl-1,3,5-thiadiazino[3,2-a]imidazole-2,4(3H)-dione (compound No.53).

Workup

  1. additionwas added to the solution
  2. stirringthe mixture was stirred for 1 hour
  3. filtrationthe precipitated crystal was recovered by filtration

Sources & evidence

ORD record
ord-ab35804cb149427182a7de9ccc915cb4
Source dataset
uspto-grants-1990_11
Patent number
US04973588

Reaction notes

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