Hydrochloric Acid → 3-Nitro-4-piperidino-5-sulphamyl-benzoic acid

HRID 918632Notes

Reaction equation

HRID 918632 reaction equation
Cl[C:2]1[C:10]([S:11](=[O:14])(=[O:13])[NH2:12])=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[N+:15]([O-:17])=[O:16].[NH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1.Cl>O>[N+:15]([C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([S:11](=[O:14])(=[O:13])[NH2:12])[C:2]=1[N:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1)[C:6]([OH:8])=[O:7])([O-:17])=[O:16]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8082PiperidineHCID 898934-Chloro-3-nitro-5-sulphamoylbenzoic acid

Product 1

HCID 215061073-Nitro-4-piperidino-5-sulphamyl-benzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
95 °C

Procedure

A mixture of 4-chloro-3-nitro-5-sulphamyl-benzoic acid (2.8 g), piperidine (3.4 g), and water (13 ml) was stirred at 95°C for 2 hours. Then the reaction mixture was adjusted to a pH of 2.5 by the addition of 4N hydrochloric acid, and the precipitated 3-nitro-4-piperidino-5-sulphamyl-benzoic acid was collected and recrystallized from aqueous methanol. The melting point was 237°-238°C (decomp.).

Workup

  1. customthe precipitated 3-nitro-4-piperidino-5-sulphamyl-benzoic acid was collected
  2. customrecrystallized from aqueous methanol

Sources & evidence

ORD record
ord-4c02ae6e4b664b3fb69e8f972b5d5623
Source dataset
uspto-grants-1976_07
Patent number
US03971819

Reaction notes

Loading…