Sodium Iodide → 4-(2,6-Dimethylbenzylamino)-2-methylbenzimidazole

HRID 991589노트

반응식

HRID 991589 반응식
[NH2:1][C:2]1[C:10]2[NH:9][C:8]([CH3:11])=[N:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH3:12][C:13]1[CH:20]=[CH:19][CH:18]=[C:17]([CH3:21])[C:14]=1[CH2:15]Cl.C(=O)([O-])[O-].[Na+].[Na+].[I-].[Na+]>C(#N)C.C(Cl)Cl.CO>[CH3:12][C:13]1[CH:20]=[CH:19][CH:18]=[C:17]([CH3:21])[C:14]=1[CH2:15][NH:1][C:2]1[C:10]2[NH:9][C:8]([CH3:11])=[N:7][C:6]=2[CH:5]=[CH:4][CH:3]=1

참가 물질

7

반응물 4

HCID 5238Sodium IodideHCID 10340Sodium CarbonateHCID 2211542,6-Dimethylbenzyl ChlorideHCID 178432166HCID 178432166, 화합물

생성물 1

HCID 1784321684-(2,6-Dimethylbenzylamino)-2-methylbenzimidazole수율 30.3%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 21226129Dichloromethane methanol용매

실험 절차

4-amino-2-methylbenzimidazole (6.0 g, 0.041 mol) was dissolved in acetonitrile (120 ml). To the solution were added 2,6-dimethylbenzylchloride (6.3 g, 0.041 mol), sodium carbonate (16 g, 0.15 mol) and a cat. amount of sodium iodide and the reaction mixture was refluxed for 3 h. The sodium carbonate was removed by filtration and was washed with methylene chloride. Vacuum evaporation of the solvent gave an oily residue which was subjected to flash chromatography on silica gel, methylene chloride: methanol (10:1). The residue was crystallized by treating with ethyl acetate to obtain 3.3 g ( 30%) of the title compound.

후처리

  1. customThe sodium carbonate was removed by filtration
  2. washwas washed with methylene chloride
  3. customVacuum evaporation of the solvent
  4. customgave an oily residue which
  5. customThe residue was crystallized
  6. additionby treating with ethyl acetate

출처 및 근거

ORD 기록
ord-3cfdfb5136d847588528cfbdbb9bc715
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06465505B1

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