Piperidine → 1-[2-(4-Methoxyphenylamino)benzoyl]piperidine

HRID 1980485Notes

Reaction equation

HRID 1980485 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2C(=O)[O:14][C:12](=O)[C:11]3=[CH:17][CH:18]=[CH:19][CH:20]=[C:10]23)=[CH:5][CH:4]=1.[NH:21]1[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1>CN(C)C=O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([NH:9][C:10]2[CH:20]=[CH:19][CH:18]=[CH:17][C:11]=2[C:12]([N:21]2[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]2)=[O:14])=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 13505629N-(4-methoxyphenyl)isatoic anhydride

Product 1

HCID 135056301-[2-(4-Methoxyphenylamino)benzoyl]piperidineYield 85.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 15 g (0.052 mole) of N-(4-methoxyphenyl)isatoic anhydride and 10 ml (0.11 mole) of piperidine in 50 ml of dimethylformamide was stirred at room temperature for two hours. The reaction mixture was concentrated in vacuo and the residue recrystallized from 75 ml of isopropyl alcohol to give 13.8 g of 1-[2-(4-methoxyphenylamino)benzoyl]piperidine, colorless powder, m.p. 106°-108° C.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe residue recrystallized from 75 ml of isopropyl alcohol

Sources & evidence

ORD record
ord-24b67c77c0994040adbece10b835b56d
Source dataset
uspto-grants-1985_04
Patent number
US04510139

Reaction notes

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