Sodium hydride → 2-(1H-benzimidazol-2-yl-thiomethyl)-benzothiazole

HRID 414714

반응식

HRID 414714 반응식
[H-].[Na+].[N:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[NH:5][C:4]=1[SH:12].Cl[CH2:14][C:15]1[S:16][C:17]2[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=2[N:19]=1>CN(C)C=O>[NH:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[N:5]=[C:4]1[S:12][CH2:14][C:15]1[S:16][C:17]2[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=2[N:19]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 3049782-(Chloromethyl)benzothiazoleHCID 178527775HCID 178527775, 화합물

생성물 1

HCID 6779102-(1H-benzimidazol-2-yl-thiomethyl)-benzothiazole수율 58.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

1.5 g (50 mmol-80%) of sodium hydride were added under nitrogen to a stirred solution of 7.6 g (50 mmol) of 2-benzimidazolethiol in 76 ml of dimethylformamide and after one hour, 7.2 g (40 mmol) of 2-chloromethyl-benzothiazole were added with ice cooling. The mixture stood at room temperature for 2 hours and the solution was concentrated under reduced pressure in a nitrogen stream. The residue was dissolved in ethyl acetate and the solution was washed with ice cold 2N sodium hydroxide solution and aqueous saturated sodium chloride solution, was dried over magnesium sulfate and evaporated to dryness under reduced pressure to obtain 6.91 g (58% yield) of 2-(1H-benzimidazol-2-yl-thiomethyl)-benzothiazole in the form of pale yellow crystals after crystallization from dichloromethane melting at 159°-162° C.

후처리

  1. concentrationthe solution was concentrated under reduced pressure in a nitrogen stream
  2. dissolutionThe residue was dissolved in ethyl acetate
  3. washthe solution was washed with ice cold 2N sodium hydroxide solution and aqueous saturated sodium chloride solution
  4. dry with materialwas dried over magnesium sulfate
  5. customevaporated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-dea7ee09863c4df48351fbfb2ec8d320
출처 데이터셋
uspto-grants-1988_12
특허 번호
US04794122

연결된 노트

불러오는 중…