Chlorosulfonic acid → HCID 20572211, compound

HRID 1577296Notes

Reaction equation

HRID 1577296 reaction equation
[NH2:1][C:2]1[N+:7]([O-:8])=[C:6]([CH3:9])[CH:5]=[C:4]([N:10]2[CH2:15][CH:14]=[CH:13][CH2:12][CH2:11]2)[N:3]=1.Cl[S:17]([OH:20])(=[O:19])=[O:18].C(N(C(C)C)CC)(C)C>C(Cl)(Cl)Cl>[OH-:8].[NH2:1][C:2]1[N:3]=[C:4]([N:10]2[CH2:11][CH:12]=[CH:13][CH2:14][CH2:15]2)[CH:5]=[C:6]([CH3:9])[N+:7]=1[O:8][S:17]([OH:20])(=[O:19])=[O:18]

Participants

5

Reactant 3

HCID 24638Chlorosulfonic acidHCID 81531DiisopropylethylamineHCID 178427999HCID 178427999, compound

Product 1

HCID 20572211HCID 20572211, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 1.00 grams of 2-amino-4-methyl-6-(3,6-dihydro-1-(2H)-pyridinyl) pyrimidine-3-oxide, 1.15 grams of chlorosulfonic acid, and 2.50 grams of di-isopropylethylamine in 25 mls of chloroform is stirred overnight. The mixture is concentrated and the residue is stirred with aqueous sodium bicarbonate, filtered, and washed with ether to give 2-amino-6-methyl-4-(3,6-dihydro-1(2H)-pyridinyl)-1-(sulfooxy)-pyrimidinium hydroxide, inner salt.

Workup

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

Sources & evidence

ORD record
ord-470260e3df5242e2b1953583140ca3d6
Source dataset
uspto-grants-1981_09
Patent number
US04287338

Reaction notes

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