Sulfuric acid magnesium salt (1:1) → 1-Amino-1[5-benzo(b)furanyl]-2-methylsulphinyl-2-methylthio-ethylene

HRID 1759577노트

반응식

HRID 1759577 반응식
[CH3:1][S:2][CH2:3][S:4]([CH3:6])=[O:5].[H-].[Na+].[C:9]([C:11]1[CH:19]=[CH:18][C:14]2[O:15][CH:16]=[CH:17][C:13]=2[CH:12]=1)#[N:10].S([O-])([O-])(=O)=O.[Mg+2]>O1CCCC1.C(Cl)Cl.O>[NH2:10][C:9]([C:11]1[CH:19]=[CH:18][C:14]2[O:15][CH:16]=[CH:17][C:13]=2[CH:12]=1)=[C:3]([S:4]([CH3:6])=[O:5])[S:2][CH3:1]

참가 물질

8

반응물 4

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 24758Sodium hydrideHCID 99129Methyl (methylsulfinyl)methyl sulfideHCID 27951841-Benzofuran-5-carbonitrile

생성물 1

HCID 867385051-Amino-1[5-benzo(b)furanyl]-2-methylsulphinyl-2-methylthio-ethylene수율 84.8%

시약·촉매·용매 3

HCID 962Water용매HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매3회

실험 절차

A solution of dry methyl methylthiomethyl sulphoxide (7.0 g., 0.056 mole) in dry tetrahydrofuran (25 ml.) was added dropwise to a stirred suspension of 50% sodium hydride in oil dispersion (3.0 g., 0.62 mole) in dry tetrahydrofuran (50 ml.) under nitrogen at ambient temperature. This mixture was stirred for 0.5 hours and a solution of 5-cyanobenzo(b)furan (8.0 g., 0.056 mole) in dry tetrahydrofuran (25 ml.) added dropwise. The now reddish suspension was stirred at 50°-60° C. overnight, and the resulting thick suspension cooled and treated dropwise with water (5 ml.). Methylene chloride (100 ml.) was next added, followed by magnesium sulphate, and the mixture filtered. Evaporation of the filtrate in vacuo furnished a brown solid (15 g.), which was triturated with ethyl acetate, collected, washed with ethyl acetate and then hexane and dried, in vacuo, to give 1-amino-1[5-benzo(b)furanyl]-2-methylsulphinyl-2-methylthio-ethylene (12.7 g.) as a cream solid, m.p. 157°- 159° C. (decomp.).

후처리

  1. stirringThe now reddish suspension was stirred at 50°-60° C. overnight
  2. temperaturethe resulting thick suspension cooled
  3. filtrationthe mixture filtered
  4. customEvaporation of the filtrate in vacuo
  5. customfurnished a brown solid (15 g.), which
  6. customwas triturated with ethyl acetate
  7. customcollected
  8. washwashed with ethyl acetate
  9. dry with materialhexane and dried, in vacuo

출처 및 근거

ORD 기록
ord-cca43d46018045f5a6672674e033977c
출처 데이터셋
uspto-grants-1982_07
특허 번호
US04341792

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