Urea → Heptadecyl carbamate

HRID 263314Notes

Reaction equation

HRID 263314 reaction equation
[CH2:1]([OH:18])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].[NH2:19][C:20](N)=[O:21]>[Ni]>[C:20](=[O:21])([O:18][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[NH2:19]

Participants

4

Reactant 2

HCID 1176UreaHCID 150761-Heptadecanol

Product 1

HCID 19372549Heptadecyl carbamateYield 94%

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

A mixture of 256 parts of heptadecyl alcohol, 60 parts of urea and 5 parts of a cation exchanger which is commercially available under the registered name Amberlite 200 and, having been treated in accordance with Example 1, contains nickel, is heated in a stirred vessel to 140°-145° C., whilst stirring. After filtering off the exchanger whilst the reaction solution is hot, 280 parts of heptadecyl carbamate are obtained. This corresponds to a yield of 94% of theory. The product has a melting point of 53°-54° C.

Workup

  1. additionhaving been treated in accordance with Example 1
  2. temperatureis heated in a stirred vessel to 140°-145° C.
  3. filtrationAfter filtering off the exchanger whilst the reaction solution

Sources & evidence

ORD record
ord-fe91ab106e5b4d84b4b3f5742e1a10df
Source dataset
uspto-grants-1979_05
Patent number
US04156784

Reaction notes

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