Water → N'-t-butyl-N-(thiobenzoyl)hydrazine

HRID 21625

Reaction equation

HRID 21625 reaction equation
[C:1]([S:9]CC(O)=O)(=S)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[C:15]([NH:19][NH2:20])([CH3:18])([CH3:17])[CH3:16].O>N1C=CC=CC=1>[C:15]([NH:19][NH:20][C:1](=[S:9])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)([CH3:18])([CH3:17])[CH3:16]

Participants

5

Reactant 3

HCID 962WaterHCID 70336((Phenylthioxomethyl)thio)acetic acidHCID 81889tert-Butylhydrazine monohydrochloride

Product 1

HCID 19367775N'-t-butyl-N-(thiobenzoyl)hydrazine

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
120 °C

Procedure

S-(thiobenzoyl)thioglycolic acid (3.0 g) was dissolved in 20 ml pyridine, treated with t-butyl hydrazine hydrochloride (excess, ca. 4 g) and then was heated at ca. 120° C. for 14 hours. Water (120 ml) was added and the mixture was extracted with ether. The organic extracts were dried over anhydrous magnesium sulfate, filtered and evaporated to give crude N'-t-butyl-N-(thiobenzoyl)hydrazine as a viscous yellow oil.

Workup

  1. extractionthe mixture was extracted with ether
  2. dry with materialThe organic extracts were dried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-6e222c5343aa4713879e968e86ac7513
Source dataset
uspto-grants-1995_06
Patent number
US05424333

Linked notes

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