Chlorosulfonic acid → HCID 20572065, compound

HRID 1577295Notes

Reaction equation

HRID 1577295 reaction equation
[NH2:1][C:2]1[N+:7]([O-:8])=[C:6]([NH2:9])[CH:5]=[C:4]([NH:10][CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:3]=1.Cl[S:20]([OH:23])(=[O:22])=[O:21].C(N(C(C)C)CC)(C)C>C(Cl)(Cl)Cl>[OH-:8].[NH2:1][C:2]1[N:3]=[C:4]([NH:10][CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:5]=[C:6]([NH2:9])[N+:7]=1[O:8][S:20]([OH:23])(=[O:22])=[O:21]

Participants

5

Reactant 3

HCID 24638Chlorosulfonic acidHCID 81531DiisopropylethylamineHCID 178507895HCID 178507895, compound

Product 1

HCID 20572065HCID 20572065, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 1.00 gm of 2,4-diamino-6-(benzylmethylamino)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 in vacuo. The residue is stirred with aqueous sodium bicarbonate, filtered, and washed with ether to give 2,6-diamino-4-(benzylmethylamino)-1-(sulfooxy)-pyrimidinium 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-83512fbb34fb4b35b13b621fb02ed073
Source dataset
uspto-grants-1981_09
Patent number
US04287338

Reaction notes

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