Phenylacetyl chloride → N-Phenylmethyl-N-(5-Methyl-1,3,4-thiadiazol-2-yl)-benzene acetamide

HRID 261793Notes

Reaction equation

HRID 261793 reaction equation
[CH3:1][C:2]1[S:6][C:5]([NH:7][CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:4][N:3]=1.[C:15]1([CH2:21][C:22](Cl)=[O:23])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>N1C=CC=CC=1>[C:9]1([CH2:8][N:7]([C:5]2[S:6][C:2]([CH3:1])=[N:3][N:4]=2)[C:22](=[O:23])[CH2:21][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 7679Phenylacetyl chlorideHCID 6460923N-benzyl-5-methyl-1,3,4-thiadiazol-2-amine

Product 1

HCID 5324449N-Phenylmethyl-N-(5-Methyl-1,3,4-thiadiazol-2-yl)-benzene acetamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

N-(5-Methyl-1,3,4-thiadiazol-2-yl)-benzylamine (15 g, 0.073 mole) in pyridine (200 ml) was refluxed with phenylacetyl chloride for 6 hours. The pyridine was removed under educed pressure and the residue treated with water and extracted with ether. The ethereal solution was dried, filtered and evaporated to dryness and the residue recrystallised from ethanol to give the title compound, m.p. 128° C.

Workup

  1. customThe pyridine was removed
  2. additionthe residue treated with water
  3. extractionextracted with ether
  4. customThe ethereal solution was dried
  5. filtrationfiltered
  6. customevaporated to dryness
  7. customthe residue recrystallised from ethanol

Sources & evidence

ORD record
ord-c773410a1c9b481b9002b3e0c96ae329
Source dataset
uspto-grants-1979_05
Patent number
US04152442

Reaction notes

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