Chloroacetone → HCID 19826134, compound

HRID 2372290Notes

Reaction equation

[CH3:1][O:2][C:3](=[O:12])[CH2:4][CH2:5][N:6]1[CH:10]=[CH:9][N:8]=[C:7]1[SH:11].Cl[CH2:14][C:15](=[O:17])[CH3:16].[CH2:18](N(CC)CC)C>>[CH3:1][O:2][C:3](=[O:12])[CH2:4][CH2:5][N:6]1[CH:10]=[CH:9][N:8]([CH3:18])[CH:7]1[S:11][CH2:14][C:15](=[O:17])[CH3:16]

Participants

Reactant 3

HCID 6571Chloroacetone

HCID 8471Triethylamine

HCID 178500740HCID 178500740, compound

Product 1

HCID 19826134HCID 19826134, compound

Procedure

In operations carried out in a manner similar to that described in Example I, 1-(3-methoxy-3-oxopropyl)imidazol-2-thiol was reacted first with chloroacetone and triethylamine to obtain 1-(3-methoxy-3-oxopropyl)-3-methyl-2-[(2-oxopropyl)thio]-1H-imidazole, which then was reacted with methyl trifluoromethanesulfonate to obtain 1-(3-methoxy-3-oxopropyl)-3-methyl-2-[(2-oxopropyl)thio]-1H-imidazolium trifluoromethanesulfonate, which in turn was passed through a Dowex-1 (Cl-) ion exchange column to obtain 1-(3-methoxy-3-oxopropyl)-3-methyl-2-[(2-oxopropyl)thio]-1H-imidazolium chloride having m.p. 121°-124° C.

Sources & evidence

ORD record: ord-eec61bd6886f42eda025795795ab89b6
Source dataset: uspto-grants-1992_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05098707

Reaction notes

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