Chlorosulfonic acid → HCID 178433697, compound

HRID 1755650Notes

Reaction equation

HRID 1755650 reaction equation
Cl[S:2]([OH:5])(=[O:4])=[O:3].C(N(CC)C(C)C)(C)C.[CH3:15][C:16]1[N+:21]([O-:22])=[C:20]([NH2:23])[CH:19]=[C:18]([N:24]([CH3:26])[CH3:25])[N:17]=1>C(Cl)(Cl)Cl.CN(C)C=O>[OH-:3].[CH3:15][CH:16]1[N:21]([O:22][S:2]([OH:5])(=[O:4])=[O:3])[C:20]([NH2:23])=[CH:19][C:18]([N:24]([CH3:25])[CH3:26])=[NH+:17]1

Participants

5

Reactant 3

HCID 24638Chlorosulfonic acidHCID 81531DiisopropylethylamineHCID 178433157HCID 178433157, compound

Product 1

HCID 178433697HCID 178433697, compoundYield 44.3%

Reagents, catalysts & solvents 1

HCID 21754633chloroform N,N-dimethylformamideSolvent

Procedure

133 ml (0.002 mol) of chlorosulphonic acid is added, with stirring, to a solution of 0.72 ml (0.0042 mol) of N,N-diisopropylethylamine in 12 ml of a 1/1 chloroform/dimethylformamide mixture, cooled in ice. After a waiting time of 30 minutes, 0. 168 g (0.001 mol) of 2-methyl-4-amino-6-dimethylaminopyrimidine 3-oxide prepared according to Example 2 is added and the mixture is kept at between 5° and 10° C. for 7 hours under nitrogen. The solvent is evaporated. The residue, taken up in a little water, allows a white product to crystallise, which is filtered off. After recrystallisation from a DMF/water mixture, 0.11 g of pure inner salt, which decomposes at 226° C., is obtained. The yield is 44.3%. Elementary analysis for C7H12N4O4S; molecular weight=248.

Workup

  1. temperaturecooled in ice
  2. customAfter a waiting time of 30 minutes, 0
  3. additionis added
  4. customThe solvent is evaporated
  5. customto crystallise
  6. filtrationwhich is filtered off
  7. customAfter recrystallisation from a DMF/water mixture, 0.11 g of pure inner salt, which
  8. customdecomposes at 226° C.
  9. customis obtained

Sources & evidence

ORD record
ord-5dfd2572dc644cb09dc3135312cceab3
Source dataset
uspto-grants-1995_08
Patent number
US05438058

Reaction notes

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