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

HRID 236896Notes

Reaction equation

HRID 236896 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-db2c07feefb048ee9746aa08d6125d3f
Source dataset
uspto-grants-1979_06
Patent number
US04158659

Reaction notes

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