Piperidine → 1-(o-chlorobenzyl)-1H-1,2,3-triazole-4-carboxylic acid piperidide

HRID 414089Notes

Reaction equation

HRID 414089 reaction equation
[Cl:1][C:2]1[CH:16]=[CH:15][CH:14]=[CH:13][C:3]=1[CH2:4][N:5]1[CH:9]=[C:8]([C:10]([OH:12])=O)[N:7]=[N:6]1.[NH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1>C(O)C>[Cl:1][C:2]1[CH:16]=[CH:15][CH:14]=[CH:13][C:3]=1[CH2:4][N:5]1[CH:9]=[C:8]([C:10]([N:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)=[O:12])[N:7]=[N:6]1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 212826341-(o-chlorobenzyl)-1H-1,2,3-triazole-4-carboxylic acid

Product 1

HCID 537099321-(o-chlorobenzyl)-1H-1,2,3-triazole-4-carboxylic acid piperidide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In a manner analogous to that described in Example 14, starting from 11.8 g (50 mmol) of 1-(o-chlorobenzyl)-1H-1,2,3-triazole-4-carboxylic acid, converting this into the acid chloride and treating the latter with piperidine (50 mmol), there is obtained 1-(o-chlorobenzyl)-1H-1,2,3-triazole-4-carboxylic acid piperidide having a melting point of 141°-142° (from ethanol) and, by treating the acid chloride with dimethylamine (50 mmol), there is obtained 1-(o-chlorobenzyl)-1H-1,2,3-triazole-4-carboxylic acid N,N-dimethylamide having a melting point of 120°-121° (from ethanol).

Sources & evidence

ORD record
ord-6c751fc42b134c35a3cb447de766e3e6
Source dataset
uspto-grants-1988_12
Patent number
US04789680

Reaction notes

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