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

1-Benzyl-3-methylurea → 1-Methyl[benzyl]-3-benzyl[methyl]-5-(methoxy-carbonyl-methylene)-hydantoin

HRID 372161
Notes
Print preview

Reaction equation

HRID 372161 reaction equation
[CH3:1][NH:2][C:3]([NH:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:4].[CH3:13]/[C:14](/[C:20]([O-:22])=[O:21])=[C:15](\C)/[C:16]([O-:18])=O.CN1CC(=O)N([CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)C1=O.[CH2:38](N1CC(=O)N(C)C1=O)C1C=CC=CC=1>C1(C)C(O)=CC=CC=1.CO>[CH3:1][N:2]1[C:15](=[C:14]([CH3:13])[C:20]([O:22][CH3:38])=[O:21])[C:16](=[O:18])[N:5]([CH:6]([CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]1=[O:4]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

7

Reactant 4

HCID 2502521-Benzyl-3-methylureaHCID 5459894DimethylmaleateHCID 107982281-Methyl-3-benzyl-hydantoinHCID 135721651-Benzyl-3-methyl-hydantoin

Product 1

HCID 706286571-Methyl[benzyl]-3-benzyl[methyl]-5-(methoxy-carbonyl-methylene)-hydantoin

Reagents, catalysts & solvents 2

HCID 335
O-Cresol
Solvent
2×
HCID 887MethanolSolvent

Procedure

82 of N-methyl-N'-benzyl urea were dissolved in 230 g of cresol and 72 g of dimethylmaleate were added. After the reaction had continued for 11/2 hours at 200° C, during which 13 g of methanol were liberated, the cresol had to be distilled off. After fractional distillation, a viscous liquid with a boiling point of 193° C/0.25 Torr was obtained as the main fraction. According to gas chromatographic analysis, it consisted of an isomeric mixture of about 80% of 1-methyl-3-benzyl-hydantoin and about 20% of 1-benzyl-3-methyl-hydantoin.

Workup

  1. custom2 hours
  2. customat 200° C
  3. distillationto be distilled off
  4. distillationAfter fractional distillation
  5. customa viscous liquid with a boiling point of 193° C/0.25 Torr was obtained as the main fraction

Sources & evidence

ORD record
ord-488570f7007046b38321e7332eabe4cf
Source dataset
uspto-grants-1978_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04089860

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes