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

HRID 1112022Notes

Reaction equation

HRID 1112022 reaction equation
CN.CN[CH2:5][C:6]1[N:7]=[CH:8][NH:9][C:10]=1[CH3:11].C(N)CCC.C(NCCCC)CCC.C(NCC1N=CNC=1C)CCC.C(N(CC1N=CNC=1C)CCCC)CCC.[NH2:54][CH2:55][CH2:56][SH:57].[ClH:58]>>[ClH:58].[ClH:58].[NH2:54][CH2:55][CH2:56][S:57][CH2:5][C:6]1[N:7]=[CH:8][NH:9][C:10]=1[CH3:11]

Participants

9

Reactant 8

HCID 313Hydrochloric AcidHCID 6058CysteamineHCID 6329MethylamineHCID 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 methylamine 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-ec4d2d80c0674676bc3e75f5a26b4fdb
Source dataset
uspto-grants-1978_10
Patent number
US04119781

Reaction notes

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