Cesium carbonate → 3-(3-Nitrophenylthio)pyridine

HRID 710607

반응식

HRID 710607 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 1184923323-(3-Nitrophenylthio)pyridine수율 43.1%

시약·촉매·용매 2

HCID 83717Copper iodide촉매HCID 679Dimethyl Sulfoxide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a0d13f15a77e4ef9bae4bf6373c2ca64
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181244B1

연결된 노트

불러오는 중…