HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

O-Xylene → 3-Benzoyl-1-(2-methoxyethyl)-4-phenyl-1,3-dihydro-2H-imidazol-2-one

HRID 1164665
Notes
Print preview

Reaction equation

HRID 1164665 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][N:5]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[NH:7][C:6]1=[O:16].C(N(CC)CC)C.[C:24](Cl)(=[O:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.C1(C)C(C)=CC=CC=1>C(Cl)(Cl)Cl>[CH3:1][O:2][CH2:3][CH2:4][N:5]1[CH:9]=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:7]([C:24](=[O:31])[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:6]1=[O:16]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 7237O-XyleneHCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 12803422HCID 12803422, compound

Product 1

HCID 128034393-Benzoyl-1-(2-methoxyethyl)-4-phenyl-1,3-dihydro-2H-imidazol-2-one

Reagents, catalysts & solvents 1

HCID 6212
Chloroform
Solvent

Procedure

Approximately 4.36 g. of 1-(2-methoxyethyl)-4-phenyl-4-imidazolin-2-one, 3 g. of triethylamine and 3 g. of benzoyl chloride are refluxed together for three hours in chloroform. The solution is cooled, washed with water, dried and the solvent removed to give an oil which is the O-benzoyl ester. The ester is refluxed for three hours in 20 ml. of xylene. The xylene is removed at reduced pressure. Recrystallization from ether gives the title compound as a pale yellow solid; m.p. 112°-117° C.

Workup

  1. temperatureThe solution is cooled
  2. washwashed with water
  3. customdried
  4. customthe solvent removed
  5. customto give an oil which
  6. customThe xylene is removed at reduced pressure
  7. customRecrystallization from ether

Sources & evidence

ORD record
ord-76c7fc7b92ed4062bbe777f20753a55b
Source dataset
uspto-grants-1983_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04370482

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes