Toluene → N'-t-butyl-N-(thiobenzoyl)-N'-(3-toluoyl)hydrazine

HRID 21626

Reaction equation

HRID 21626 reaction equation
[C:1]([NH:5][NH:6][C:7](=[S:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([CH3:4])([CH3:3])[CH3:2].[C:15]1([CH3:24])[CH:20]=[CH:19][CH:18]=[C:17]([C:21](Cl)=[O:22])[CH:16]=1.C1(C)C=CC=CC=1>[OH-].[Na+].O>[C:1]([N:5]([C:21]([C:17]1[CH:16]=[C:15]([CH3:24])[CH:20]=[CH:19][CH:18]=1)=[O:22])[NH:6][C:7](=[S:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 3

HCID 1140TolueneHCID 743753-Methylbenzoyl chlorideHCID 19367775N'-t-butyl-N-(thiobenzoyl)hydrazine

Product 1

HCID 15294606N'-t-butyl-N-(thiobenzoyl)-N'-(3-toluoyl)hydrazine

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideCatalystHCID 962WaterSolvent

Procedure

N'-t-butyl-N-(thiobenzoyl)hydrazine (ca. 1 g), m-toluoyl chloride (approx. 0.7 g) and 50% aqueous sodium hydroxide (6 drops) were mixed in 1 ml water and 10 ml toluene at 23° C. After stirring for 3 hours, ether-hexane was added and the product was isolated by filtration (0.25 g): m.p. 165°-168° C.

Workup

  1. customat 23° C
  2. customthe product was isolated by filtration (0.25 g)

Sources & evidence

ORD record
ord-f6788d9e4e0e4d4f842feb17a5154dc4
Source dataset
uspto-grants-1995_06
Patent number
US05424333

Linked notes

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