Acetone → 1-Benzyl-3-phenylurea

HRID 1903285Notes

Reaction equation

HRID 1903285 reaction equation
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC(C)=O.[SH2]=N.[C:15]1([NH:21][C:22](C2C=CC=CC=2C(O)=O)=[O:23])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>O>[C:15]1([NH:21][C:22]([NH:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[O:23])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 180Acetone2×HCID 7504BenzylamineHCID 178514671HCID 178514671, compound

Product 1

HCID 2803631-Benzyl-3-phenylureaYield 87.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
5 °C

Procedure

A mixture of 1.1 g benzylamine 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 35 minutes at room temperature, then diluted with 150 ml water and cooled to 5° C. The precipitated solid product was filtered, washed with water and dried. 1.02 g 1-phenyl-3-benzylurea was obtained with a melting point of from 170° to 172° C.

Workup

  1. stirringThe reaction mixture was stirred for 35 minutes at room temperature
  2. filtrationThe precipitated solid product was filtered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-29a3ac8062e445ed883965f5f60bd532
Source dataset
uspto-grants-1984_03
Patent number
US04435567

Reaction notes

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