benzene-1,4-dithiol

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

Procedure: Next, the 1,4-benzenedithiol vapor in the condensing chamber 2 was adiabatically expanded, and the introduced base particles were exposed thereto for 30 minutes. Consequently, a further polymerization reaction between 2,4-mesitylenedisulfonyl chloride and 1,4-benzenedithiol took place on the surface of the modified particles (19), forming a film of 2,4-mesitylenedisulfonylchloride-1,4-benzenedithiol co-polymer.

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

Procedure: Next, the 1,4-butanedisulfonyl chloride vapor in the condensing chamber 2 was adiabatically expanded, and the introduced base particles were exposed thereto for 15 minutes. Consequently, 1,4-butanedisulfonyl chloride condensed on the surface of the base particles. A polymerization reaction, using as a catalyst triethylamine contained in the base particles, took place between 1,4-butanedisulfonyl chloride condensed on the surface of the base particles and 1,4-benzenedithiol contained therein, forming a film of 1,4-benzenedithiol-1,4-butanedisulfonylchloride co-polymer on the surface of the base particles. A polymerization reaction

Conditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: trans-2-Bromomethyl-cyclohexanecarboxylic acid cyanomethylamide (259 mg) and cesium carbonate (340 mg) were weighed into a 15 mL vial fitted with a stir bar and a vent cap. Acetone (3 mL) and 4-mercaptothiophenol (256 mg) were added. The reaction mixture was stirred at 50° C. overnight and then diluted with hot acetone (7 mL) and filtered through Celite™. The Celite™ was washed with hot acetone (25 mL). The filtrate and wash were combined and the solvent was removed on a rotary evaporator. Chromatography of the crude product on C-18 reverse-phase HPLC provided the title compound as a cream solid. 1H NMR (DMSO-d6): δ=8.65 (1H, t), 7.46 (2H, dd), 7.27 (4H, d), 7.21 (2H, dd), 4.12 (2H, d), 3.50 (1H, br m), 2.98 (1H, d), 2.6 (1H, m), 2.1 (2H, m), 1.7 (4H, m), 1.1 (4H, m). vial fitted with a stir bar a vent cap filtered through Celite™ The Celite™ was washed with hot acetone (25 mL) The filtrate and wash the solvent was removed on a rotary evaporator

Conditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: trans-2-Bromomethyl-cyclohexanecarboxylic acid cyanomethylamide (259 mg) and cesium carbonate (340 mg) were weighed into a 15 mL vial fitted with a stir bar and a vent cap. Acetone (3 mL) and 4-mercaptothiophenol (256 mg) were added. The reaction mixture was stirred at 50° C. overnight and then diluted with hot acetone (7 mL) and filtered through Celite™. The Celite™ was washed with hot acetone (25 mL). The filtrate and wash were combined and the solvent was removed on a rotary evaporator. Chromatography of the crude product on C-18 reverse-phase HPLC provided the title compound as a cream solid. 1H NMR (DMSO-d6): δ=8.65 (1H, t), 7.46 (2H, dd), 7.27 (4H, d), 7.21 (2H, dd), 4.12 (2H, d), 3.50 (1H, br m), 2.98 (1H, d), 2.6 (1H, m), 2.1 (2H, m), 1.7 (4H, m), 1.1 (4H, m). vial fitted with a stir bar a vent cap filtered through Celite™ The Celite™ was washed with hot acetone (25 mL) The filtrate and wash the solvent was removed on a rotary evaporator

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

Procedure: 47 g (0.334 mol) of 1,4-benzene dithiol was made into a 30% benzene solution, and then the resulting solution was added dropwise to a solution of 91 g (0.674 mol) of N-chlorosuccinimide in 300 cc of anhydrous benzene at a temperature below 10°C. The resulting sulfenylchloride solution was separated from the by-produced succinimide and 118 g (0.674 mol) of morpholine was added dropwise thereto at a temperature below 10°C. The by-produced morpholine hydrochloride was filtered off and the filtrate was distilled to remove benzene, by which a crude crystal of 1,4-bis(morpholinothio)benzene was obtained. This crude crystal was recrystallized and purified from ethanol. The purified crystal had a melting point of 95°C, and the yield was 70%. It was identified from NMR, IR and elementary analysis that the crystal is 1,4-bis(morpholinothio)benzene. was added dropwise at a temperature below 10°C The by-produced morpholine hydrochloride was filtered off the filtrate was distilled to remove benzene

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

Procedure: Next, the 1,4-benzenedithiol vapor in the condensing chamber 2 was adiabatically expanded, and the introduced base particles were exposed thereto for 30 minutes. Consequently, a further polymerization reaction between 2,4-mesitylenedisulfonyl chloride and 1,4-benzenedithiol took place on the surface of the modified particles (19), forming a film of 2,4-mesitylenedisulfonylchloride-1,4-benzenedithiol co-polymer.

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

Procedure: Next, the 1,4-butanedisulfonyl chloride vapor in the condensing chamber 2 was adiabatically expanded, and the introduced base particles were exposed thereto for 15 minutes. Consequently, 1,4-butanedisulfonyl chloride condensed on the surface of the base particles. A polymerization reaction, using as a catalyst triethylamine contained in the base particles, took place between 1,4-butanedisulfonyl chloride condensed on the surface of the base particles and 1,4-benzenedithiol contained therein, forming a film of 1,4-benzenedithiol-1,4-butanedisulfonylchloride co-polymer on the surface of the base particles. A polymerization reaction