Diethylamine → HCID 54401837, compound

HRID 436764Notes

Reaction equation

HRID 436764 reaction equation
[CH2:1]([NH:3][CH2:4][CH3:5])[CH3:2].[N:6]([C:15]([N:19]=[C:20]=[O:21])([CH2:17][CH3:18])[CH3:16])=[N:7][C:8]([N:12]=[C:13]=[O:14])([CH2:10][CH3:11])[CH3:9]>CCCCC>[N:6]([C:15]([NH:19][C:20]([N:3]([CH2:4][CH3:5])[CH2:1][CH3:2])=[O:21])([CH2:17][CH3:18])[CH3:16])=[N:7][C:8]([NH:12][C:13]([N:3]([CH2:4][CH3:5])[CH2:1][CH3:2])=[O:14])([CH2:10][CH3:11])[CH3:9]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 53785527HCID 53785527, compound

Product 1

HCID 54401837HCID 54401837, compound

Reagents, catalysts & solvents 1

HCID 8003PentaneSolvent

Procedure

To a stirred solution of 3.95 grams (0.054 moles) of diethylamine in 30 ml pentane in a 50 ml erlenmeyer flask cooled in a water bath was added 6.05 grams (0.027 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 1.8 grams (18% crude yield) and melted at 215°-220° C. with decomposition. The product had a broad carbonyl band at 1650 cm-1 and a strong NH band at 3400 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-cb619d25a1e9480883de60b0b1bf8d5c
Source dataset
uspto-grants-1977_06
Patent number
US04028344

Reaction notes

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