Dimethylformamide → 4-(4-Methoxybenzylthio)-2-chloropyridine

HRID 911051노트

반응식

HRID 911051 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([N+]([O-])=O)[CH:5]=[CH:4][N:3]=1.[CH3:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][SH:20])=[CH:15][CH:14]=1.CN(C=O)C.C(=O)([O-])[O-].[Cs+].[Cs+]>ClCCl>[CH3:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][S:20][C:6]2[CH:5]=[CH:4][N:3]=[C:2]([Cl:1])[CH:7]=2)=[CH:15][CH:14]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 10796Cesium carbonateHCID 804074-Methoxy-alpha-toluenethiolHCID 7351522-Chloro-4-nitropyridine

생성물 1

HCID 866347684-(4-Methoxybenzylthio)-2-chloropyridine수율 85%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A flask was charged with 2-chloro-4-nitropyridine (12.75 g, 80.4 mmol), (4-methoxyphenyl)methanethiol (12.40 g, 80.4 mmol) and DMF (100 mL). Cesium carbonate (31.43 g, 96.48 mmol) was added in portions, and the mixture was stirred for 2 hours at ambient temperature. The solution was diluted with dichloromethane (250 mL) and washed with diluted sodium bicarbonate solution, dried over magnesium sulfate, filtered and evaporated. The resulting yellowish residue was triturated with hexanes and the solid was filtered to obtain the desired product (18.1 g, 85%) as a pale yellow powder.

후처리

  1. washwashed with diluted sodium bicarbonate solution
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. customevaporated
  5. customThe resulting yellowish residue was triturated with hexanes
  6. filtrationthe solid was filtered

출처 및 근거

ORD 기록
ord-66fd79e2f5ae454cabdc87966c4f083e
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08022222B2

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