Acetone → N-Cyclohexyl-N'-phenylurea

HRID 1903284Notes

Reaction equation

HRID 1903284 reaction equation
[CH:1]1([NH2:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CC(C)=O.[SH2]=N.[C:14]1([NH:20][C:21](C2C=CC=CC=2C(O)=O)=[O:22])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>O>[C:1]1([NH:7][C:21]([NH:20][CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)=[O:22])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 180Acetone2×HCID 7965CyclohexylamineHCID 178514671HCID 178514671, compound

Product 1

HCID 13451N-Cyclohexyl-N'-phenylureaYield 88.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1.0 g cyclohexylamine and 5 ml aceton was added dropwise to a suspension of 1.5 g phenylcarbamoyl-benzoic acid sulfimide with 20 ml aceton, under stirring. The reaction mixture was stirred for 80 minutes at room temperature, then diluted with 150 ml water. The precipitated solid product was cooled, filtered, washed with water and dried. 1.0 g 1-phenyl-3-cyclohexylurea was obtained with a melting point of from 182° to 184° C.

Workup

  1. stirringThe reaction mixture was stirred for 80 minutes at room temperature
  2. temperatureThe precipitated solid product was cooled
  3. filtrationfiltered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-0adeba269e424c69bbb43f2580b0ecac
Source dataset
uspto-grants-1984_03
Patent number
US04435567

Reaction notes

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