Dimethylformamide → 1,3,4-Thiadiazol-2-amine, 5-((phenylmethyl)thio)-

HRID 1075180Notes

Reaction equation

HRID 1075180 reaction equation
[NH2:1][C:2]1[S:3][C:4]([SH:7])=[N:5][N:6]=1.C(=O)([O-])[O-].[K+].[K+].Cl[CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.CN(C)C=O>O>[NH2:1][C:2]1[S:3][C:4]([S:7][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[N:5][N:6]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 178509208HCID 178509208, compound

Product 1

HCID 992851,3,4-Thiadiazol-2-amine, 5-((phenylmethyl)thio)-

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2-amino-5-mercapto-1,3,4-thiadiazole (39.9 g), potassium carbonate (41.4 g), α-chlorotoluene (38.0 g), and N,N-dimethylformamide (180 ml) is heated for 1.5 hours on a steam bath. The reaction mixture is drowned into water (1,000 ml) and the product collected by filtration and air dried. The crude product is recrystallized from ethanol and melts at 154°-156° C.

Workup

  1. temperatureis heated for 1.5 hours on a steam bath
  2. filtrationthe product collected by filtration and air
  3. customdried
  4. customThe crude product is recrystallized from ethanol and melts at 154°-156° C.

Sources & evidence

ORD record
ord-ec910a808c19446bafd4a309a920289d
Source dataset
uspto-grants-1983_07
Patent number
US04395368

Reaction notes

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