Methylamine → 1-Nitro-2-methylamino-2-[2-((4-bromo-5-imidazolyl)methylthio)ethylamino]ethylene

HRID 2058459

Reaction equation

HRID 2058459 reaction equation
[Br:1][C:2]1[N:3]=[CH:4][NH:5][C:6]=1[CH2:7][S:8][CH2:9][CH2:10][NH2:11].[N+](C=C(SC)SC)([O-])=O.[N+:21]([CH:24]=[C:25](SC)[NH:26][CH2:27]CSCC1NC=NC=1Br)([O-:23])=[O:22].CN>>[N+:21]([CH:24]=[C:25]([NH:26][CH3:27])[NH:11][CH2:10][CH2:9][S:8][CH2:7][C:6]1[NH:5][CH:4]=[N:3][C:2]=1[Br:1])([O-:23])=[O:22]

Participants

5

Reactant 4

HCID 6329MethylamineHCID 836231,1-Bis(methylthio)-2-nitroethyleneHCID 127889492-(((5-Bromo-1H-imidazol-4-yl)methyl)thio)ethanamineHCID 705440301-nitro-2-methylthio-2-{2-[(4-bromo-1H-imidazol-5-yl)methylthio]ethylamino}ethylene

Product 1

HCID 705440051-Nitro-2-methylamino-2-[2-((4-bromo-5-imidazolyl)methylthio)ethylamino]ethylene

Procedure

When 4-bromo-5-[(2-aminoethyl)thiomethyl]imidazole (from the dihydrobromide (4.8 g)) is reacted with 1-nitro-2,2-bis-methylthioethylene (2.0 g) according to the procedure of Example 8(i) and the resultant 1-nitro-2-methylthio-2-[2-((4-bromo-5-imidazolyl)methylthio)ethylamino]ethylene treated with methylamine by the procedure of Example 8(ii) there is produced 1-nitro-2-methylamino-2-[2-((4-bromo-5-imidazolyl)methylthio)ethylamino]ethylene.

Sources & evidence

ORD record
ord-f9808dce717a4179b2d6167fdd5dde8c
Source dataset
uspto-grants-1982_03
Patent number
US04317829

Linked notes

Loading…