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

HRID 849752Notes

Reaction equation

HRID 849752 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-94d56aaa95654b0b938589fcabec5f99
Source dataset
uspto-grants-2000_01
Patent number
US06013836

Reaction notes

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