N'-t-butyl-N'-(3-methylbenzoyl)hydrazine → N'-t-butyl-N-(2-phenyl-3-methylpentanoyl)-N'-(3-toluoyl)hydrazine

HRID 21672Notes

Reaction equation

HRID 21672 reaction equation
[C:1]([N:5]([C:7]([C:9]1[CH:10]=[C:11]([CH3:15])[CH:12]=[CH:13][CH:14]=1)=[O:8])[NH2:6])([CH3:4])([CH3:3])[CH3:2].[C:16]1([CH:22]([CH:26]([CH3:29])[CH2:27][CH3:28])[C:23](Cl)=[O:24])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C1(C)C=CC=CC=1.[OH-].[Na+]>[C:1]([N:5]([C:7]([C:9]1[CH:10]=[C:11]([CH3:15])[CH:12]=[CH:13][CH:14]=1)=[O:8])[NH:6][C:23](=[O:24])[CH:22]([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)[CH:26]([CH3:29])[CH2:27][CH3:28])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 15452040N'-t-butyl-N'-(3-methylbenzoyl)hydrazineHCID 218860263-Methyl-2-phenylvaleryl chloride

Product 1

HCID 15452019N'-t-butyl-N-(2-phenyl-3-methylpentanoyl)-N'-(3-toluoyl)hydrazine

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideCatalystHCID 1140TolueneSolvent

Procedure

To a stirred suspension of N'-t-butyl-N'-(3-toluoyl)hydrazine (0.7 g) in toluene (10 ml) and aqueous sodium hydroxide (12 drops of 50% aqueous sodium hydroxide) was added dropwise 2-phenyl-3-methyl-pentanoyl chloride (1.0 g). The reaction mixture was stirred overnight, diluted with hexanes and the solids filtered. The solids were washed with hexane and air dried.

Workup

  1. filtrationthe solids filtered
  2. washThe solids were washed with hexane and air
  3. customdried

Sources & evidence

ORD record
ord-40b8df1381f7498e92be0080b88467a1
Source dataset
uspto-grants-1995_06
Patent number
US05424333

Reaction notes

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