تفاعل #726615

معادلة التفاعل

2-(trans-4-azidocyclohexyl)-5-phenylbenzimidazole

methanesulfonyl chloride

4-phenyl-1,2-phenylenediamine

triphenylphosphine

ammonia

trans-4-azidocyclohexanecarboxylic acid

→

title compound

2-(trans-4-methylsulfonylaminocyclohexyl)-5-phenylbenzimidazole

المذيبات

water

THF

triethylamine

ظروف التفاعل

المعالجة

1. 1
   أخرىas prepared
2. 2
   workup.STIRRINGby stirring at the same temperature for 1 hr
3. 3
   أخرى, and the resultant reaction solution
4. 4
   تركيزfollowed by concentration under reduced pressure
5. 5
   أخرىThe residue was separated
6. 6
   أخرىpurified on a collective thin-layer chromatograph (chloroform:methanol=15:1)

الإجراء التجريبي

To a solution in a solvent mixture of THF (4.0 mL) and water (1.0 mL) of 2-(trans-4-azidocyclohexyl)-5-phenylbenzimidazole (73.1 mg) as prepared by reacting trans-4-azidocyclohexanecarboxylic acid with 4-phenyl-1,2-phenylenediamine under the same conditions as described in Example 1-3) was added triphenylphosphine (72.0 mg), followed by stirring at room temperature for 1 hr. A portion of the reaction solution was admixed with methanesulfonyl chloride and triethylamine, followed by stirring at the same temperature for 1 hr., and the resultant reaction solution was admixed with conc. aqueous ammonia, followed by concentration under reduced pressure. The residue was separated and purified on a collective thin-layer chromatograph (chloroform:methanol=15:1) to give the title compound.

المصدر