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

HRID 464788Notes

Reaction equation

HRID 464788 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-9f35ab3550984e2fb4b36c171068a160
Source dataset
uspto-grants-1985_10
Patent number
US04549016

Reaction notes

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