Methanol → HCID 21272621, compound
Reaction equation
[C:1]([C:3]1[N:4]([CH2:8][C:9]2[S:10][CH:11]=[CH:12][CH:13]=2)[CH:5]=[CH:6][N:7]=1)#[N:2].[Na].[CH3:15][OH:16]>>[S:10]1[CH:11]=[CH:12][CH:13]=[C:9]1[CH2:8][N:4]1[CH:5]=[CH:6][N:7]=[C:3]1[C:1](=[NH:2])[O:16][CH3:15]Participants
4
Procedure
A mixture was prepared from 7.6 g of 2-cyano-1-(2-thienylmethyl)-1H-imidazole, 300 ml of methanol and 100 mg of sodium. This gave a methanol solution of methyl 1-(2-thienylmethyl)-1H-imidazole-2-carboximidate which was mixed with 6.9 g of ammonium chloride. The resulting mixture was flash chromatographed (chloroform:methanol:ammonium hydroxide 56:7:1) to give a pale tan oil which crystallized on drying under vacuum. A portion of this solid was dissolved in hot ethanol and an ethanolic solution of hydrogen chloride was added. Crystals formed in the solution slowly. The solid which thus formed was separated by filtration to give 1-(2-thienylmethyl)-1H-imidazle-2-carboximidamide dihydrochloride melting at above 245°-248° C.
Sources & evidence
- ORD record
- ord-11b7996f88c34eaa9625234b5b26d314
- Source dataset
- uspto-grants-1989_03
- Patent number
- US04810800
Reaction notes
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