tert-Butylhydrazine → HCID 54331272, compound

HRID 436763Notes

Reaction equation

HRID 436763 reaction equation
[C:1]([NH:5][NH2:6])([CH3:4])([CH3:3])[CH3:2].[N:7]([C:16]([N:20]=[C:21]=[O:22])([CH2:18][CH3:19])[CH3:17])=[N:8][C:9]([N:13]=[C:14]=[O:15])([CH2:11][CH3:12])[CH3:10]>CCCCC>[N:7]([C:16]([NH:20][C:21]([NH:6][NH:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:22])([CH2:18][CH3:19])[CH3:17])=[N:8][C:9]([NH:13][C:14]([NH:6][NH:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:15])([CH2:11][CH3:12])[CH3:10]

Participants

4

Reactant 2

HCID 81890tert-ButylhydrazineHCID 53785527HCID 53785527, compound

Product 1

HCID 54331272HCID 54331272, compound

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent

Procedure

To a stirred solution of 5.8 grams (0.05 moles) of 76% t-butylhydrazine in 30 ml pentane in a 50 ml erlenmeyer flask cooled in a water bath was added 5.6 grams (0.025 moles) of 2,2'-azobis(2-isocyanatobutane) (from Example XXXVI) dropwise over 20 minutes while holding the reaction temperature below 30° C. After the addition was complete, the reaction was stirred for an additional 60 minutes at room temperature and filtered. The filter cake was washed with pentane and dried. The dry white solid weighed 3.3 grams (33% crude yield) and melted at 155°-160° C. with decomposition. The product had a broad strong carbonyl band at 1625- 1675 cm-1 and a broad strong NH band at 3300- 3450 cm-1 in its infrared spectrum and the isocyanate band at 2200 cm-1 was absent.

Workup

  1. customthe reaction temperature below 30° C
  2. additionAfter the addition
  3. filtrationfiltered
  4. washThe filter cake was washed with pentane
  5. customdried

Sources & evidence

ORD record
ord-5b89f21457454b679088df3975d59967
Source dataset
uspto-grants-1977_06
Patent number
US04028344

Reaction notes

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