Urea → Hexyl carbamate

HRID 263313Notes

Reaction equation

HRID 263313 reaction equation
[CH2:1]([OH:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[NH2:8][C:9](N)=[O:10]>[Ni]>[C:9](=[O:10])([O:7][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])[NH2:8]

Participants

4

Reactant 2

HCID 1176UreaHCID 81031-Hexanol

Product 1

HCID 75026Hexyl carbamateYield 94%

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Conditions

Temperature
130 °C

Procedure

A mixture of 918 parts of hexyl alcohol, 300 parts of urea and 14 parts of a cation exchanger which is commercially available under the registered name Amberlite 200 and, having been treated in accordance with Example (1 a), contains nickel, is heated to 130° C. whilst stirring. The temperature is then raised to 150° C. in the course of 6 hours and maintained thereat for a further 4 hours. After filtering off the exchanger, excess hexyl alcohol is distilled off under reduced pressure. 680 parts of hexyl carbamate (94% of theory) are obtained. Melting point= 56°-57° C.

Workup

  1. temperatureThe temperature is then raised to 150° C. in the course of 6 hours
  2. temperaturemaintained
  3. filtrationAfter filtering off the exchanger, excess hexyl alcohol
  4. distillationis distilled off under reduced pressure

Sources & evidence

ORD record
ord-cbd25491c0c14f7198570b34679ea4c9
Source dataset
uspto-grants-1979_05
Patent number
US04156784

Reaction notes

Loading…