Hydrochloric Acid → HCID 20513280, compound

HRID 1163892Notes

Reaction equation

HRID 1163892 reaction equation
[CH3:1][N:2]([CH:18]1[CH2:23][CH2:22][N:21]([CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:20][CH2:19]1)[C:3](=[O:17])[C:4]1[CH:9]=[C:8]([Cl:10])[C:7]([NH:11]C(=O)C)=[CH:6][C:5]=1[O:15][CH3:16].Cl>O>[ClH:10].[CH3:1][N:2]([CH:18]1[CH2:23][CH2:22][N:21]([CH2:24][C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH2:20][CH2:19]1)[C:3](=[O:17])[C:4]1[CH:9]=[C:8]([Cl:10])[C:7]([NH2:11])=[CH:6][C:5]=1[O:15][CH3:16]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 15572439HCID 15572439, compound

Product 1

HCID 20513280HCID 20513280, compoundYield 169.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of N-methyl-N-(1-benzylpiperid-4-yl)-2-methoxy-4-acetamido-5-chlorbenzamide (12.9 g; 0.03 moles), prepared as described in Example 1, concentrated hydrochloric acid (10 ml) and water (30 ml) was boiled under reflux for 2 hours. The solution was concentrated in vacuo and the residue recrystallized from ethanol. The N-methyl-N-(1-benzylpiperid-4-yl)-2-methoxy-4-amino-5-chloro-benzamide hydrochloride (10.8 g) was obtained, m.p. 259°-260° C. (dec.)

Workup

  1. customprepared
  2. temperatureunder reflux for 2 hours
  3. concentrationThe solution was concentrated in vacuo
  4. customthe residue recrystallized from ethanol

Sources & evidence

ORD record
ord-80aa0cd891fb4c6eb41110d1270173bd
Source dataset
uspto-grants-1983_01
Patent number
US04367232

Reaction notes

Loading…