Acetonitrile → 1,1'-(Disulphanediyldiethane-2,1-diyl)bis(2-methylpyridinium)dibromide

반응식

[Br:1][CH2:2][CH2:3][S:4][S:5][CH2:6][CH2:7]Br.[CH3:9][N:10]1[CH2:14][CH2:13][CH2:12][C:11]1=O.[N:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[CH3:22].[C:23](#N)C>>[Br-:1].[Br-:1].[S:5]([CH2:6][CH2:7][N+:10]1[CH:9]=[CH:14][CH:13]=[CH:12][C:11]=1[CH3:23])[S:4][CH2:3][CH2:2][N+:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[CH3:22]

참가 물질

반응물 4

HCID 6342Acetonitrile

HCID 79752-Methylpyridine

HCID 13387N-methyl-2-pyrrolidone

HCID 572268Disulfide, bis(2-bromoethyl)

생성물 1

HCID 866303211,1'-(Disulphanediyldiethane-2,1-diyl)bis(2-methylpyridinium)dibromide

반응 조건

온도: 80 °C

실험 절차

A mixture of 56 g of 1-bromo-2-[(2-bromoethyl)disulfanyl]ethane and 15 ml of N-methylpyrrolidone (NMP) was poured dropwise over 35 g of 2-picoline with stirring at 80° C. The mixture (white suspension) continued to be stirred for 30 min at 80° C., then 100 ml of acetonitrile were added and the stirring was continued at 80° C. for 90 min. After cooling, the solid obtained was filtered, washed with 100 ml of acetonitrile, then dried. 56.2 g of brown powder were recovered. 45 g of this powder were suspended in 300 ml of isopropanol, under reflux. Once the temperature dropped to 40° C., the solid was filtered, washed with three times 100 ml of isopropanol and dried under vacuum. Thus, 40.56 g of a light beige product was obtained. Analyses were in accordance with the expected structure.