Methylhydrazine → 4-[1-(t-Butylazo)cyclohexyl]-2-methylthiosemicarbazide

HRID 436733Notes

Reaction equation

HRID 436733 reaction equation
[C:1]([N:5]=[N:6][C:7]1([N:13]=[C:14]=[S:15])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)([CH3:4])([CH3:3])[CH3:2].[CH3:16][NH:17][NH2:18].[N-]=C=S>CCCCC>[C:1]([N:5]=[N:6][C:7]1([NH:13][C:14](=[S:15])[N:17]([CH3:16])[NH2:18])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 6061MethylhydrazineHCID 214311441-t-Butylazo-1-isothiocyanatocyclohexaneHCID 178418790HCID 178418790, compound

Product 1

HCID 214313124-[1-(t-Butylazo)cyclohexyl]-2-methylthiosemicarbazide

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent2×

Procedure

To 10.0 grams (.0434 moles) of 1-t-butylazo-1-isothiocyanatocyclohexane cooled to 5° C. and stirred with a magnetic stirrer in a 50 ml erlenmeyer flask was added 1.99 grams (.0434 moles) of methylhydrazine. The reaction was very exothermic and solids formed immediately. Pentane was added to form a slurry, the reaction mixture stirred for 30 minutes at room temperature and the pentane stripped from the slurry to leave a white solid weighing 10.7 grams (89% crude yield). The product melted at 118°-120° C. with decomposition and its infrared spectrum had a strong band at 1515 cm-1 ##STR22## moderate NH bands at 3225 cm-1 and the isothiocyanate at 2040 cm-1 was absent.

Workup

  1. customsolids formed immediately
  2. customto form a slurry
  3. stirringthe reaction mixture stirred for 30 minutes at room temperature
  4. customto leave a white solid

Sources & evidence

ORD record
ord-30cb7e0a54b64461b3e41d9ef8e33e01
Source dataset
uspto-grants-1977_06
Patent number
US04028344

Reaction notes

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