Thiosulfuric acid (H2S2O3), S-(2-aminoethyl) ester → HCID 178433288, compound

HRID 1648814Notes

Reaction equation

HRID 1648814 reaction equation
Cl.[CH3:2][C:3]1[N:4]=[CH:5][NH:6][C:7]=1[CH2:8]O.[CH2:10]([NH2:17])[CH2:11][S:12]S(O)(=O)=O>C(O)(=O)C>[CH3:2][C:3]1[N:4]=[CH:5][NH:6][C:7]=1[CH2:8][S:12][CH2:11][CH2:10][NH2:17]

Participants

4

Reactant 2

HCID 76242Thiosulfuric acid (H2S2O3), S-(2-aminoethyl) esterHCID 178433279HCID 178433279, compound

Product 1

HCID 178433288HCID 178433288, compoundYield 86.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

9.0 g of 4-methyl-5-hydroxymethylimidazole hydrochloride and 10.2 g of 2-aminoethanethiolsulfuric acid are heated at reflux for 80 minutes in 50 ml of acetic acid, and the reaction mixture is concentrated, passed through 250 ml of a strongly basic anion exchange resin (trade name: Amberlite IRA-410[OH- ]) and eluted with water. The eluate is concentrated under reduced pressure and dried to yield 8.93 g of 4-methyl-5-[(2-aminoethyl)thiomethyl]imidazole as an oily product (yield: 86.2%).

Workup

  1. concentrationthe reaction mixture is concentrated
  2. washeluted with water
  3. concentrationThe eluate is concentrated under reduced pressure
  4. customdried

Sources & evidence

ORD record
ord-8f3e0800b13c48719deaed734f06d3b8
Source dataset
uspto-grants-1983_11
Patent number
US04413129

Reaction notes

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