Chloroacetone → HCID 19902987, compound

HRID 2372291Notes

Reaction equation

[NH2:1][C:2](=[O:11])[CH2:3][CH2:4][N:5]1[CH:9]=[CH:8][N:7]=[C:6]1[SH:10].Cl[CH2:13][C:14](=[O:16])[CH3:15].[CH2:17](N(CC)CC)C>>[NH2:1][C:2](=[O:11])[CH2:3][CH2:4][N:5]1[CH:9]=[CH:8][N:7]([CH3:17])[CH:6]1[S:10][CH2:13][C:14](=[O:16])[CH3:15]

Participants

Reactant 3

HCID 6571Chloroacetone

HCID 8471Triethylamine

HCID 178513921HCID 178513921, compound

Product 1

HCID 19902987HCID 19902987, compound

Procedure

In operations carried out in a manner similar to that described in Example I, 1-(3-amino-3-oxopropyl)imidazol-2-thiol was reacted first with chloroacetone in the presence of triethylamine to obtain 1-(3-amino-3-oxopropyl)-3-methyl-2[(2-oxopropyl)thio]-1H-imidazole, which then was reacted with methyl trifluoromethanesulfonate to obtain 1-(3-amino-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-amino-3-oxopropyl)-3-methyl-2[(2-oxopropyl)thio]-1H-imidazolium chloride, m.p. 124°-125° C.

Sources & evidence

ORD record: ord-f225ae189b8b4a0790b082ab40fb385f
Source dataset: uspto-grants-1992_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05098707

Reaction notes

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