Hydrazine → 1,2-Di[1-(t-butylazo)cyclohexylaminocarbonyl]hydrazine

HRID 436751Notes

Reaction equation

HRID 436751 reaction equation
[C:1]([N:5]=[N:6][C:7]1([N:13]=[C:14]=[O:15])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)([CH3:4])([CH3:3])[CH3:2].[NH2:16][NH2:17]>CCCCC>[C:1]([N:5]=[N:6][C:7]1([NH:13][C:14]([NH:16][NH:17][C:14]([NH:13][C:7]2([N:6]=[N:5][C:1]([CH3:4])([CH3:3])[CH3:2])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)=[O:15])=[O:15])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 214311721-t-Butylazo-1-isocyanatocyclohexane

Product 1

HCID 214312961,2-Di[1-(t-butylazo)cyclohexylaminocarbonyl]hydrazine

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent

Procedure

To 9.27 grams (0.044 moles) of 1-t-butylazo-1-isocyanatocyclohexane stirred with a magnetic stirrer in a 50 ml erlenmeyer flask was added 0.74 grams (0.022 moles) of 97% hydrazine. The reaction mixture rapidly became a solid and pentane was added to slurry the mixture. The slurry was then stirred for 60 minutes at room temperature and filtered. The filter cake was dried leaving 9.5 grams (95% crude yield) of a white powder. The product melted at 195°-197° C. with decomposition. The infrared spectrum of the product contained a strong carbonyl band at 1665 cm-1 and a broad NH band at 3350 cm-1 and a weaker band at 3080 cm-1.

Workup

  1. additionwas added to slurry the mixture
  2. filtrationfiltered
  3. customThe filter cake was dried
  4. customleaving 9.5 grams (95% crude yield) of a white powder

Sources & evidence

ORD record
ord-b3b237586c7941aba7cc4abe90eeedc1
Source dataset
uspto-grants-1977_06
Patent number
US04028344

Reaction notes

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