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

HRID 1759577ノート

反応式

HRID 1759577 の反応式
[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]

参加物

8

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒3 回

実験手順

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.).

後処理

  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

出典と根拠

ORDレコード
ord-cca43d46018045f5a6672674e033977c
出典データセット
uspto-grants-1982_07
特許番号
US04341792

反応ノート

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