Piperidine → Piperidinium 2-benzylsulfonyl-1-(2,6-diethylphenyl)-imidazole-5-carboxylate

HRID 35030Notes

Reaction equation

HRID 35030 reaction equation
[CH2:1]([S:8]([C:11]1[N:12]([C:19]2[C:24]([CH2:25][CH3:26])=[CH:23][CH:22]=[CH:21][C:20]=2[CH2:27][CH3:28])[C:13]([C:16]([OH:18])=[O:17])=[CH:14][N:15]=1)(=[O:10])=[O:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:29]1[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1>C(Cl)Cl>[CH2:1]([S:8]([C:11]1[N:12]([C:19]2[C:24]([CH2:25][CH3:26])=[CH:23][CH:22]=[CH:21][C:20]=2[CH2:27][CH3:28])[C:13]([C:16]([O-:18])=[O:17])=[CH:14][N:15]=1)(=[O:10])=[O:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2+:29]1[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 13799568HCID 13799568, compound

Product 1

HCID 21297711Piperidinium 2-benzylsulfonyl-1-(2,6-diethylphenyl)-imidazole-5-carboxylateYield 89.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6.5 g (0.016 mol) of 2-benzylsulfonyl-1-(2,6-diethylphenyl)-imidazole-5-carboxylic acid were stirred with 1.6 g (0.019 mol) of piperidine in 50 ml of methylene chloride until the carboxylic acid had dissolved. The solution was evaporated down, the residue was brought to crystallization with ether, and the solid was filtered off under suction and dried to give 6.9 g (87% of theory) of piperidinium 2-benzylsulfonyl-1-(2,6-diethylphenyl)-imidazole-5-carboxylate, a colorless solid of melting point 167°-170° C.

Workup

  1. dissolutionhad dissolved
  2. customThe solution was evaporated down
  3. customthe residue was brought to crystallization with ether
  4. filtrationthe solid was filtered off under suction
  5. customdried

Sources & evidence

ORD record
ord-132272b5da7c4b769d5fb949b16fc3b3
Source dataset
uspto-grants-1988_08
Patent number
US04764624

Reaction notes

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