4-Bromobenzohydrazide → 2-(4-Bromophenyl)-1,3,4-oxadiazole

HRID 1820742Notes

Reaction equation

HRID 1820742 reaction equation
[Br:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([NH:8][NH2:9])=[O:7])=[CH:4][CH:3]=1.[CH:12](OCC)(OCC)OCC>>[Br:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]2[O:7][CH:12]=[N:9][N:8]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 222194-BromobenzohydrazideHCID 31214Ethyl orthoformate

Product 1

HCID 7151202-(4-Bromophenyl)-1,3,4-oxadiazole

Procedure

12.3 mmol of 4-bromo-benzoic acid hydrazide were dissolved in 26 ml of triethyl orthoformate. The reaction mixture was stirred overnight at 140°, evaporated and the residue crystallized from ethanol to give the title compound as a colorless solid. MS (m/e): 225.0 (MH+, 100%)

Workup

  1. customevaporated
  2. customthe residue crystallized from ethanol

Sources & evidence

ORD record
ord-79989d43b7124d63ba0f90eb321aa375
Source dataset
uspto-grants-2009_10
Patent number
US07605163B2

Reaction notes

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