1-bromo-2-(2-bromoethyldisulfanyl)ethane

Conditions: temp:85.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 67 g of 4-picoline were diluted in 100 ml of acetonitrile and the mixture was brought to 80° C. A mixture of 60 g of 1-bromo-2-[(2-bromoethyl)disulphanyl]ethane and 15 ml of N-methylpyrrolidone (NMP) was added over 5 min. After stirring for 4 h at 85° C., the mixture was cooled. The solid obtained was filtered, rinsed with 3×200 ml of acetonitrile then dissolved in 800 ml of isopropanol (under reflux). After cooling, 1 l of ethyl ether was added. The precipitate formed was filtered, rinsed with 3×200 ml of ethyl ether, then dried. The off-white powder obtained (73.77 g) very predominantly contained (>90%) the expected product which was used as such for the following step. was brought to 80° C was added over 5 min the mixture was cooled The solid obtained was filtered rinsed with 3×200 ml of acetonitrile then dissolved in 800 ml of isopropanol (under reflux) After cooling 1 l of ethyl ether was added The precipitate formed was filtered rinsed with 3×200 ml of ethyl ether dried The off-white powder obtained (73.77 g)

Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 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. to be stirred for 30 min at 80° C. After cooling the solid obtained was filtered washed with 100 ml of acetonitrile dried 56.2 g of brown powder were recovered under reflux Once the temperature dropped to 40° C. the solid was filtered washed with three times 100 ml of isopropanol dried under vacuum

Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 67 g of 4-picoline are diluted in 100 ml of acetonitrile and the mixture is heated to 80° C. A mixture of 60 g of 1-bromo-2-[(2-bromoethyl)disulphanyl]ethane and 15 ml of N-methylpyrrolidone (NMP) is added over 5 minutes. After 4 hours of stirring at 85° C., the mixture is cooled. The solid obtained is filtered off, rinsed with 3×200 ml of acetonitrile and then dissolved in 800 ml of isopropanol (at reflux). After cooling, 1 l of ethyl ether is added. The precipitate formed is filtered off, rinsed with 3×200 ml of ethyl ether and then dried. The off-white powder obtained (73.77 g) contains a great majority (>90%) of the expected product, which is used as it is for the following step. is added over 5 minutes the mixture is cooled The solid obtained is filtered off rinsed with 3×200 ml of acetonitrile dissolved in 800 ml of isopropanol (at reflux) After cooling 1 l of ethyl ether is added The precipitate formed is filtered off rinsed with 3×200 ml of ethyl ether dried The off-white powder obtained (73.77 g)

Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 56 g of 1-bromo-2-[(2-bromoethyl)disulphanyl]ethane and 15 ml of N-methylpyrrolidone (NMP) is introduced dropwise into 35 g of 2-picoline with stirring at 80° C. The mixture (white suspension) is kept with stirring at 80° C. for 30 minutes, 100 ml of acetonitrile are added, and stirring is maintained at 80° C. for 90 minutes. After cooling, the solid obtained is filtered off, washed with 100 ml of acetonitrile and then dried. with stirring at 80° C. for 30 minutes stirring is maintained at 80° C. for 90 minutes After cooling the solid obtained is filtered off washed with 100 ml of acetonitrile dried

Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 56 g of 1-bromo-2-[(2-bromoethyl)disulphanyl]ethane and 15 ml of N-methylpyrrolidone (NMP) is introduced dropwise into 35 g of 2-picoline with stirring at 80° C. The mixture (white suspension) is kept with stirring at 80° C. for 30 minutes, 100 ml of acetonitrile are added, and stirring is maintained at 80° C. for 90 minutes. After cooling, the solid obtained is filtered off, washed with 100 ml of acetonitrile and then dried. with stirring at 80° C. for 30 minutes stirring is maintained at 80° C. for 90 minutes After cooling the solid obtained is filtered off washed with 100 ml of acetonitrile dried

Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 56 g of 1-bromo-2-[(2-bromoethyl)-disulphanyl]ethane and 15 ml of N-methylpyrrolidone (NMP) is poured dropwise onto 35 g of 2-picoline with stirring, at 80° C. The mixture (white suspension) is kept stirring at 80° C. for 30 min, 100 ml of acetonitrile (ACN) are added, and the stirring is maintained at 80° C. for 90 min. After cooling, the solid obtained is filtered off, washed with 100 ml of ACN and then dried. 56.2 g of brown powder are recovered. 45 g of this powder are suspended in 300 ml of isopropanol (iPrOH), at reflux. Once the temperature has dropped to 40° C., the solid is filtered off, washed with 3 times 100 ml of iPrOH and dried under vacuum. 40.56 g of a light beige product are obtained. The analyses are in conformity with the expected structure. The mixture (white suspension) is kept stirring at 80° C. for 30 min the stirring is maintained at 80° C. for 90 min After cooling the solid obtained is filtered off washed with 100 ml of ACN dried 56.2 g of brown powder are recovered at reflux Once the temperature has dropped to 40° C. the solid is filtered off washed with 3 times 100 ml of iPrOH dried under vacuum

Conditions: temp:85.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 67 g of 4-picoline were diluted in 100 ml of acetonitrile and the mixture was brought to 80° C. A mixture of 60 g of 1-bromo-2-[(2-bromoethyl)disulphanyl]ethane and 15 ml of N-methylpyrrolidone (NMP) was added over 5 min. After stirring for 4 h at 85° C., the mixture was cooled. The solid obtained was filtered, rinsed with 3×200 ml of acetonitrile then dissolved in 800 ml of isopropanol (under reflux). After cooling, 1 l of ethyl ether was added. The precipitate formed was filtered, rinsed with 3×200 ml of ethyl ether, then dried. The off-white powder obtained (73.77 g) very predominantly contained (>90%) the expected product which was used as such for the following step. was brought to 80° C was added over 5 min the mixture was cooled The solid obtained was filtered rinsed with 3×200 ml of acetonitrile then dissolved in 800 ml of isopropanol (under reflux) After cooling 1 l of ethyl ether was added The precipitate formed was filtered rinsed with 3×200 ml of ethyl ether dried The off-white powder obtained (73.77 g)

Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 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. to be stirred for 30 min at 80° C. After cooling the solid obtained was filtered washed with 100 ml of acetonitrile dried 56.2 g of brown powder were recovered under reflux Once the temperature dropped to 40° C. the solid was filtered washed with three times 100 ml of isopropanol dried under vacuum

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 2.4 g of 1,2-dimethylbenzimidazole, 2.1 g of bis(2-bromoethyl) disulfide and 6 ml of propionitrile were stirred at 100 C in a sealed 20 ml reactor for 8 h. After cooling, filtration, washing with 3 times 10 ml and drying under vacuum, 2.2 g of beige solid were recovered. The analyses showed that the product was in conformity with the expected structure. After cooling filtration washing with 3 times 10 ml drying under vacuum, 2.2 g of beige solid were recovered

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 2.4 g of 1,2-dimethylbenzimidazole, 2.1 g of bis(2-bromoethyl) disulfide and 6 ml of propionitrile were stirred at 100 C in a sealed 20 ml reactor for 8 h. After cooling, filtration, washing with 3 times 10 ml and drying under vacuum, 2.2 g of beige solid were recovered. The analyses showed that the product was in conformity with the expected structure. After cooling filtration washing with 3 times 10 ml drying under vacuum, 2.2 g of beige solid were recovered

Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 67 g of 4-picoline are diluted in 100 ml of acetonitrile and the mixture is heated to 80° C. A mixture of 60 g of 1-bromo-2-[(2-bromoethyl)disulphanyl]ethane and 15 ml of N-methylpyrrolidone (NMP) is added over 5 minutes. After 4 hours of stirring at 85° C., the mixture is cooled. The solid obtained is filtered off, rinsed with 3×200 ml of acetonitrile and then dissolved in 800 ml of isopropanol (at reflux). After cooling, 1 l of ethyl ether is added. The precipitate formed is filtered off, rinsed with 3×200 ml of ethyl ether and then dried. The off-white powder obtained (73.77 g) contains a great majority (>90%) of the expected product, which is used as it is for the following step. is added over 5 minutes the mixture is cooled The solid obtained is filtered off rinsed with 3×200 ml of acetonitrile dissolved in 800 ml of isopropanol (at reflux) After cooling 1 l of ethyl ether is added The precipitate formed is filtered off rinsed with 3×200 ml of ethyl ether dried The off-white powder obtained (73.77 g)

Conditions: temp:80.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 67 g of 4-picoline are diluted in 100 ml of acetonitrile and the mixture is heated to 80° C. A mixture of 60 g of 1-bromo-2-[(2-bromoethyl)disulphanyl]ethane and 15 ml of N-methylpyrrolidone (NMP) is added over 5 minutes. After 4 hours of stirring at 85° C., the mixture is cooled. The solid obtained is filtered off, rinsed with 3×200 ml of acetonitrile and then dissolved in 800 ml of isopropanol (at reflux). After cooling, 1 l of ethyl ether is added. The precipitate formed is filtered off, rinsed with 3×200 ml of ethyl ether and then dried. The off-white powder obtained (73.77 g) contains a great majority (>90%) of the expected product, which is used as it is for the following step. is added over 5 minutes the mixture is cooled The solid obtained is filtered off rinsed with 3×200 ml of acetonitrile dissolved in 800 ml of isopropanol (at reflux) After cooling 1 l of ethyl ether is added The precipitate formed is filtered off rinsed with 3×200 ml of ethyl ether dried The off-white powder obtained (73.77 g)