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

HRID 1263213Notes

Reaction equation

HRID 1263213 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-0124b4d51c7e4036a6fcc6d3db3bf50d
Source dataset
uspto-grants-1984_06
Patent number
US04456551

Reaction notes

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