1,1-Bis(methylthio)-2-nitroethylene → 1-Nitro-2-(2-propynylamino)-2-{2-[(4-bromo-1H-imidazol-5-yl)methylthio]ethylamino}ethylene

HRID 2050361Notes

Reaction equation

HRID 2050361 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].CS[C:14](SC)=[CH:15][N+:16]([O-:18])=[O:17].[CH2:21]([NH2:24])[C:22]#[CH:23]>>[N+:16]([CH:15]=[C:14]([NH:24][CH2:21][C:22]#[CH:23])[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-:18])=[O:17]

Participants

4

Reactant 3

HCID 836231,1-Bis(methylthio)-2-nitroethyleneHCID 239041PropargylamineHCID 127889492-(((5-Bromo-1H-imidazol-4-yl)methyl)thio)ethanamine

Product 1

HCID 740425911-Nitro-2-(2-propynylamino)-2-{2-[(4-bromo-1H-imidazol-5-yl)methylthio]ethylamino}ethylene

Procedure

When 2-[(4-bromo-1H-imidazol-5-yl)methylthio]ethylamine (prepared according to the procedure described in Belgian Pat. No. 779,775]) is reacted with 1,1-bis(methylthio)-2-nitroethylene according to the procedure of Example 6, Step A, and the resultant 1-nitro-2-methylthio-2-{2-[(4-bromo-1H-imidazol-5-y;)methylthio]ethylamino}ethylene is treated with propargylamine by the procedure of Example 6, Step B, the title compound is produced.

Sources & evidence

ORD record
ord-3b43c1a8072c4ae4986b63b243d7d5ef
Source dataset
uspto-grants-1980_04
Patent number
US04200760

Reaction notes

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