Cyclohexylamine → HCID 53714999, compound

HRID 436776Notes

Reaction equation

HRID 436776 reaction equation
[CH:1]1([NH2:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N:8]([C:19]1([N:25]=[C:26]=[O:27])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1)=[N:9][C:10]1([N:16]=[C:17]=[O:18])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1>CCCCC>[N:8]([C:19]1([NH:25][C:26]([NH:7][CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)=[O:27])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]1)=[N:9][C:10]1([NH:16][C:17]([NH:7][CH:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)=[O:18])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

4

Reactant 2

HCID 7965CyclohexylamineHCID 53902663HCID 53902663, compound

Product 1

HCID 53714999HCID 53714999, compound

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent2×

Procedure

To a stirred solution of 4.22 grams (.0426 moles) of cyclohexylamine in 20 ml pentane in a 125 ml erlenmeyer flask, cooled to 5° C. in an ice bath, was slowly added a solution of 5.78 grams (.0213 moles) of 1,1'-azobis (1-isocyanatocyclohexane) in 20 ml of pentane. During the addition, a solid product formed. After the addition was complete, the reaction was stirred an additional 30 minutes at 0°-5° C. The reaction mixture was filtered and the filter cake washed with pentane and dried. The dry white solid weighed 5.4 grams (54% crude yield) and melted at 105°-109° C. with decomposition. The infrared spectrum of the product contained a strong carbonyl band at 1655 cm-1 and NH bands at 3200 cm-1 to 3440 cm-1.

Workup

  1. additionDuring the addition
  2. customa solid product formed
  3. additionAfter the addition
  4. filtrationThe reaction mixture was filtered
  5. washthe filter cake washed with pentane
  6. customdried

Sources & evidence

ORD record
ord-a29afce09e4f4e65955fa1ebbcd63058
Source dataset
uspto-grants-1977_06
Patent number
US04028344

Reaction notes

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