Dichloromethane → 4-bromo-N'-(2,2-dimethylpropanoyl)benzohydrazide

HRID 31421

Reaction equation

HRID 31421 reaction equation
C(O[C:6]([NH:8][NH2:9])=[O:7])(C)(C)C.[Br:10][C:11]1[CH:19]=[CH:18][C:14]([C:15](Cl)=[O:16])=[CH:13][CH:12]=1.CCN([CH:26]([CH3:28])[CH3:27])C(C)C.[Cl-].[NH4+].[CH2:31](Cl)Cl>>[CH3:27][C:26]([CH3:28])([CH3:31])[C:6]([NH:8][NH:9][C:15](=[O:16])[C:14]1[CH:18]=[CH:19][C:11]([Br:10])=[CH:12][CH:13]=1)=[O:7]

Participants

6

Reactant 5

HCID 6344DichloromethaneHCID 25517Ammonium ChlorideHCID 685154-Bromobenzoyl chlorideHCID 70091tert-Butyl carbazateHCID 81531Diisopropylethylamine

Product 1

HCID 47826934-bromo-N'-(2,2-dimethylpropanoyl)benzohydrazide

Procedure

t-Butyloxycarbonylhydrazine (1.26 g) was added portionwise to a solution of 4-bromobenzoyl chloride (2.0 g), and DIPEA (2.37 ml) in DCM (20 ml) and the reaction stirred at room temperature for 18 hours. Ammonium chloride solution was added, the organic phase was separated, dried and the solvent evaporated under vacuum to give 4-bromo-benzoic acid N′-(2,2-dimethyl-propionyl)-hydrazide.

Workup

  1. customthe organic phase was separated
  2. customdried
  3. customthe solvent evaporated under vacuum

Sources & evidence

ORD record
ord-8132fc3f3dc447e5b26609efe5f81896
Source dataset
uspto-grants-2008_09
Patent number
US07425555B2

Linked notes

Loading…