Acetic Anhydride → HCID 58371859, compound

HRID 1020936Notes

Reaction equation

HRID 1020936 reaction equation
Cl.[Br:2][C:3]1[CH:13]=[CH:12][C:6]([C:7](=[NH:11])[NH:8][NH:9][CH3:10])=[CH:5][CH:4]=1.C(O[C:18](=O)[CH3:19])(=O)C>>[Br:2][C:3]1[CH:4]=[CH:5][C:6]([C:7]2[N:11]=[C:18]([CH3:19])[N:9]([CH3:10])[N:8]=2)=[CH:12][CH:13]=1

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 178486231HCID 178486231, compound

Product 1

HCID 58371859HCID 58371859, compound

Conditions

Temperature
100 °C

Procedure

A mixture of 4-bromo-N′-methylbenzimidohydrazide hydrochloride 1 (1.7 g) (prepared according to a procedure in synthesis of Sch-1499895) in acetic anhydride (10 ml) was heated at 100° C. for 0.5 hour. After cooling and concentration under reduced pressure, the residue was dissolved in EtOAc, washed with saturated NaHCO3 twice, brine and dried (MgSO4). After evaporation of solvent, the residue was purified on silica gel. Elution with EtOAc gave 3-(4-bromophenyl)-1,5-dimethyl-1H-[1,2,4]-triazole 2BK (1.04 g).

Workup

  1. customprepared
  2. temperatureAfter cooling
  3. concentrationconcentration under reduced pressure
  4. dissolutionthe residue was dissolved in EtOAc
  5. washwashed with saturated NaHCO3 twice
  6. dry with materialbrine and dried (MgSO4)
  7. customAfter evaporation of solvent
  8. customthe residue was purified on silica gel
  9. washElution with EtOAc

Sources & evidence

ORD record
ord-656f3ea274ec4f639a79657aad1623b9
Source dataset
uspto-grants-2014_05
Patent number
US08716483B2

Reaction notes

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