HCID 22625067, compound → HCID 22624964, compound

HRID 1384634Notes

Reaction equation

HRID 1384634 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][N:4]=[C:3]1[S:7][CH2:8][CH2:9][CH2:10][O:11]C1CCCCO1>C(O)(=O)C.C1COCC1.O>[OH:11][CH2:10][CH2:9][CH2:8][S:7][C:3]1[N:2]([CH3:1])[CH:6]=[CH:5][N:4]=1

Participants

5

Reactant 1

HCID 22625067HCID 22625067, compound

Product 1

HCID 22624964HCID 22624964, compoundYield 100%

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 1-methyl-2-(3-(2-tetrahydropyranyloxy)propylthio)imidazole (2.0 g, 7.8 mmol) in acetic acid (8 ml), THF (4 ml) and water (2 ml) was heated at 50° C. for 4 hours. The volatiles were removed by evaporation and the residue azeotroped with toluene to give 2-(3-hydroxypropylthio)-1-methylimidazole (1.3 g, 100%) as an off-white solid. 1H NMR Spectrum: (DMSOd6) 1.68(m, 2H); 2.98(t, 2H); 3.42(t, 2H); 3.57(s, 3H); 4.10(s, 1H); 6.90(d, 1H); 7.20(d, 1H)

Workup

  1. customThe volatiles were removed by evaporation
  2. customthe residue azeotroped with toluene

Sources & evidence

ORD record
ord-d21b4564ff4d43ab8a955d20ca58d58b
Source dataset
uspto-grants-2001_07
Patent number
US06258951B1

Reaction notes

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