Benzene → HCID 21428866, compound

HRID 437624

Reaction equation

HRID 437624 reaction equation
[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([N:8]2[CH2:10][CH2:9]2)=[O:7])=[CH:4][CH:3]=1.[C:13]1([N:19]2[C:23]3([CH2:28][CH2:27][NH:26][CH2:25][CH2:24]3)[C:22](=[O:29])[NH:21][CH2:20]2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C1C=CC=CC=1>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([NH:8][CH2:10][CH2:9][N:26]2[CH2:25][CH2:24][C:23]3([N:19]([C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=4)[CH2:20][NH:21][C:22]3=[O:29])[CH2:28][CH2:27]2)=[O:7])=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 241BenzeneHCID 705561-Phenyl-1,3,8-triazaspiro(4.5)decan-4-oneHCID 2450271-(4-Chlorobenzoyl)aziridine

Product 1

HCID 21428866HCID 21428866, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 1.82 parts of 1-(4-chlorobenzoyl)aziridine, 2.32 parts of 1-phenyl-1,3,8-triazaspiro[4,5]decan-4-one, 10.8 parts of benzene an 1.6 parts of methanol is stirred and refluxed for 1.50 hours. The reaction mixture is cooled and upon scratching, the product solidifies. It is filtered off, washed with benzene and crystallized from 2-propanol, yielding 1.53 parts of 4-chloro-N-[2-(4-oxo-1-phenyl-1,3,8-triazaspiro[4,5]dec-8-yl)ethyl]benzamide; mp. 200.6° C.

Workup

  1. temperaturerefluxed for 1.50 hours
  2. temperatureThe reaction mixture is cooled
  3. filtrationIt is filtered off
  4. washwashed with benzene
  5. customcrystallized from 2-propanol

Sources & evidence

ORD record
ord-8f8b1ee3f79b4e99b20ada9df39c2347
Source dataset
uspto-grants-1977_06
Patent number
US04031226

Linked notes

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