Toluene → N-(5-Methyl-1,3,4-thiadiazol-2-yl)acetamide

HRID 2256200Notes

Reaction equation

HRID 2256200 reaction equation
C1(C)C=CC=CC=1.[NH2:8][C:9]1[S:10][C:11]([CH3:14])=[N:12][N:13]=1.[C:15](OC(=O)C)(=[O:17])[CH3:16]>C(N(CC)CC)C>[C:15]([NH:8][C:9]1[S:10][C:11]([CH3:14])=[N:12][N:13]=1)(=[O:17])[CH3:16]

Participants

5

Reactant 3

HCID 1140TolueneHCID 7918Acetic AnhydrideHCID 669491,3,4-Thiadiazole, 2-amino-5-methyl-

Product 1

HCID 234612N-(5-Methyl-1,3,4-thiadiazol-2-yl)acetamideYield 89.1%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

To a mixture of toluene (20 ml) and triethylamine(2.63 g) was added 2-amino-5- methyl-1,3,4-thiadiazole (3.0 g) and acetic anhydride (3.2 g). The mixture was heated under reflux for 2.5 hours. After cooling, the precipitated solid was filtrated, washed with water and dried. The title compound(3.65 g) was obtained.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 2.5 hours
  3. temperatureAfter cooling
  4. filtrationthe precipitated solid was filtrated
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-ebb96d616fb34fe39469aa22852012e5
Source dataset
uspto-grants-1997_08
Patent number
US05654322

Reaction notes

Loading…