O-Xylene → HCID 23094081, 화합물

반응식

N1C=CC=CC=1NC1C=CC=CC=1C(N[C:13]1[CH:18]=[CH:17][C:16]([Br:19])=[CH:15][CH:14]=1)=O.[N+:24]([C:27]1[CH:39]=[CH:38][CH:37]=[CH:36][C:28]=1[NH:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][N:31]=1)([O-])=O.[C:40]1(C)C(C)=CC=CC=1>>[N:31]1[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=1[N:29]1[C:28]2[CH:36]=[CH:37][CH:38]=[CH:39][C:27]=2[N:24]=[C:40]1[C:13]1[CH:14]=[CH:15][C:16]([Br:19])=[CH:17][CH:18]=1

참가 물질

반응물 3

HCID 7237O-Xylene

HCID 23094082HCID 23094082, 화합물

HCID 59785875N-(2-Nitrophenyl)pyridin-2-amine

생성물 1

HCID 23094081HCID 23094081, 화합물수율 67%

실험 절차

Suspending 5.5 g (15.0 mmol) of 2-(2-pyridylamino)-4′-bromobenzanilide obtained in the above step (2) into 60 milliliter of xylene, and adding 0.86 g (4.5 mmol) of p-toluenesulfonic acid 1 hydrate, the resultant solution was azeotropically dehydrated while refluxing with heating for 8 hours. The reacted solution was cooled down to room temperature, and the solvent was removed by distillation. Dissolving the resultant solid into ethyl acetate, and after sequentially washing with water, with 10% potassium carbonate aqueous solution and with saturated solution of sodium chloride, it was dried with sulfuric anhydride magnesium, followed by removing the solvent by distillation under reduced pressure, 3.5 g of 1-(2-pyridyl)-2-(4-bromophenyl)-1H-benzimidazole was obtained (yield: 67%).