Cesium carbonate → 3-(3-Nitrophenylthio)pyridine

HRID 710607

反応式

HRID 710607 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([SH:10])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].Br[C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1.O=C1CCCCC1C(OCC)=O.C(=O)([O-])[O-].[Cs+].[Cs+]>CS(C)=O.[Cu](I)I>[N+:1]([C:4]1[CH:5]=[C:6]([S:10][C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2]

参加物

7

反応物 4

HCID 10796Cesium carbonateHCID 122863-BromopyridineHCID 95543Ethyl 2-oxocyclohexanecarboxylateHCID 2435763-Nitrobenzene-1-thiol

生成物 1

HCID 1184923323-(3-Nitrophenylthio)pyridine収率 43.1%

試薬・触媒・溶媒 2

HCID 83717Copper iodide触媒HCID 679Dimethyl Sulfoxide溶媒

実験手順

3-nitrophenylmercaptan (5 g, 32 mmol), 3-bromopyridine (6.1 g, 38.6 mmol), ethyl 2-oxocyclohexylformate (1.1 g, 6.5 mmol), copper iodide (608 mg, 4.2 mmol), cesium carbonate (2.3 g, 70.6 mmol) were dissolved in 500 ml of DMSO, reacted under microwaves at 100° C. for 8 h. After being extracted with water and DCM, the organic phase was dried and separated with column chromatography to obtain an object product 3.2 g.

後処理

  1. customreacted under microwaves at 100° C. for 8 h
  2. extractionAfter being extracted with water and DCM
  3. customthe organic phase was dried
  4. customseparated with column chromatography

出典と根拠

ORDレコード
ord-a0d13f15a77e4ef9bae4bf6373c2ca64
出典データセット
uspto-grants-2015_11
特許番号
US09181244B1

関連ノート

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