Chlorosulfonic acid → HCID 20572077, compound

HRID 1577297Notes

Reaction equation

HRID 1577297 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH3:15])[CH2:10][CH2:9]2)[CH:5]=[C:4]([CH3:16])[N+:3]=1[O-:17].Cl[S:19]([OH:22])(=[O:21])=[O:20].C(N(C(C)C)CC)(C)C>C(Cl)(Cl)Cl>[OH-:17].[NH2:1][C:2]1[CH:7]=[C:6]([N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH3:15])[CH2:10][CH2:9]2)[CH:5]=[C:4]([CH3:16])[N+:3]=1[O:17][S:19]([OH:22])(=[O:21])=[O:20]

Participants

5

Reactant 3

HCID 24638Chlorosulfonic acidHCID 81531DiisopropylethylamineHCID 178462686HCID 178462686, compound

Product 1

HCID 20572077HCID 20572077, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 1.00 grams of 2-amino-6-methyl-4-(4-ethyl-1-piperazinyl)pyridine-1-oxide, 1.15 grams of chlorosulfonic acid, and 2.50 grams of di-isopropylethylamine and 25 mls of chloroform is stirred overnight. The mixture is concentrated in vacuo. The residue is stirred with aqueous sodium bicarbonate, filtered, and washed with ether to give 2-amino-6-methyl-4-(4-ethyl-1-piperazinyl)-1-sulfooxypyridinium hydroxide, inner salt.

Workup

  1. concentrationThe mixture is concentrated in vacuo
  2. stirringThe residue is stirred with aqueous sodium bicarbonate
  3. filtrationfiltered
  4. washwashed with ether

Sources & evidence

ORD record
ord-064ff734710545aa85c5508f8f14709d
Source dataset
uspto-grants-1981_09
Patent number
US04287338

Reaction notes

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