Phenyl isocyanate → HCID 20432999, compound

HRID 127989Notes

Reaction equation

HRID 127989 reaction equation
[C:1]1([N:7]=[C:8]=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:10]([N:28]([CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH3:56])[CH2:29][CH2:30][CH2:31][N:32]([CH2:36][CH2:37][OH:38])[CH2:33][CH2:34][OH:35])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]>C(OC(=O)C)C>[CH2:39]([N:28]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[CH2:29][CH2:30][CH2:31][N:32]([CH2:33][CH2:34][O:35][C:8](=[O:9])[NH:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH2:36][CH2:37][O:38][C:8](=[O:9])[NH:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH3:56]

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 37186Avridine

Product 1

HCID 20432999HCID 20432999, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Phenyl isocyanate (3.85 g.) is added to a warm solution of N,N-dioctadecyl-N',N'-bis(2-hydroxyethyl)-1,3-propanediamine (5.0 g.) in ethylacetate (20 ml.) and the mixture heated to reflux for one hour. The mixture is cooled, then taken to dryness under reduced pressure. The residue is triturated with carbon tetrachloride, filtered, and the filtrate evaporated to dryness. Ethyl acetate (25 ml.) is then added, the mixture cooled, filtered, washed with ethylacetate and dried in vacuo; m.p. 54°-6° C.

Workup

  1. temperaturethe mixture heated
  2. temperatureto reflux for one hour
  3. temperatureThe mixture is cooled
  4. customThe residue is triturated with carbon tetrachloride
  5. filtrationfiltered
  6. customthe filtrate evaporated to dryness
  7. additionEthyl acetate (25 ml.) is then added
  8. temperaturethe mixture cooled
  9. filtrationfiltered
  10. washwashed with ethylacetate
  11. customdried in vacuo

Sources & evidence

ORD record
ord-6b00e276d3d44b24a160cb083abd3c07
Source dataset
uspto-grants-1981_03
Patent number
US04258061

Reaction notes

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