Cyclohexylamine → HCID 54372649, compound

HRID 436762Notes

Reaction equation

HRID 436762 reaction equation
[CH:1]1([NH2:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N:8]([C:17]([N:21]=[C:22]=[O:23])([CH2:19][CH3:20])[CH3:18])=[N:9][C:10]([N:14]=[C:15]=[O:16])([CH2:12][CH3:13])[CH3:11]>CCCCC>[N:8]([C:17]([NH:21][C:22]([NH:7][CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)=[O:23])([CH2:19][CH3:20])[CH3:18])=[N:9][C:10]([NH:14][C:15]([NH:7][CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)=[O:16])([CH2:12][CH3:13])[CH3:11]

Participants

4

Reactant 2

HCID 7965CyclohexylamineHCID 53785527HCID 53785527, compound

Product 1

HCID 54372649HCID 54372649, compound

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent

Procedure

To a stirred solution of 4.7 grams (0.0474 moles) of cyclohexylamine in 30 ml of pentane in a 50 ml erlenmeyer flask cooled in a water bath was added 5.32 grams (0.0237 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 4.7 grams (47% crude yield) and melted at 110°-113° C. The product had a strong carbonyl band at 1665 cm-1 and NH peaks at 3320 cm-1 and 3440 cm-1 in its infrared spectrum.

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-2e53ae0ba8dc4e218f738412a6acd5ef
Source dataset
uspto-grants-1977_06
Patent number
US04028344

Reaction notes

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