Hydrochloric Acid → 2-(((5-Methyl-1H-imidazol-4-yl)methyl)thio)ethylamine dihydrochloride

HRID 2286742Notes

Reaction equation

HRID 2286742 reaction equation
CN[CH2:3][C:4]1[N:5]=[CH:6][NH:7][C:8]=1[CH3:9].C(N)CCC.C(NCCCC)CCC.C(NCC1N=CNC=1C)CCC.C(N(CC1N=CNC=1C)CCCC)CCC.[NH2:52][CH2:53][CH2:54][SH:55].[ClH:56]>>[ClH:56].[ClH:56].[NH2:52][CH2:53][CH2:54][S:55][CH2:3][C:4]1[N:5]=[CH:6][NH:7][C:8]=1[CH3:9]

Participants

8

Reactant 7

HCID 313Hydrochloric AcidHCID 6058CysteamineHCID 8007ButylamineHCID 8148DibutylamineHCID 13316650n-Methyl-1-(4-methyl-1h-imidazol-5-yl)methanamineHCID 234621284-(N-butylaminomethyl)-5-methylimidazoleHCID 234621524-(N,N-dibutylaminomethyl)-5-methylimidazole

Product 1

HCID 30159992-(((5-Methyl-1H-imidazol-4-yl)methyl)thio)ethylamine dihydrochloride

Procedure

By the same procedure, using methylene in place of dimethylamine, 4-(N-methylaminomethyl)-5-methylimidazole is prepared. In the same way, using butylamine and dibutylamine, 4-(N-butylaminomethyl)-5-methylimidazole and 4-(N,N-dibutylaminomethyl)-5-methylimidazole are prepared. Refluxing these intermediates with cysteamine by the above procedure and treating with hydrochloric acid gives 4-(2-aminoethyl)thiomethyl-5-methylimidazole dihydrochloride.

Workup

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Sources & evidence

ORD record
ord-4994af41f0fa44a19c02c3144c0bcce2
Source dataset
uspto-grants-1981_05
Patent number
US04267337

Reaction notes

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