Pyridine → 2-[(5-Nitro-2-pyridinyl)thio]ethyl 4-chlorobenzoate

HRID 731767노트

반응식

HRID 731767 반응식
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([S:10][CH2:11][CH2:12][OH:13])=[N:8][CH:9]=1)([O-:3])=[O:2].[Cl:14][C:15]1[CH:23]=[CH:22][C:18]([C:19](Cl)=[O:20])=[CH:17][CH:16]=1.N1C=CC=CC=1>ClCCl>[Cl:14][C:15]1[CH:23]=[CH:22][C:18]([C:19]([O:13][CH2:12][CH2:11][S:10][C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][N:8]=2)=[O:20])=[CH:17][CH:16]=1

참가 물질

5

반응물 3

HCID 1049PyridineHCID 85014-Chlorobenzoyl chlorideHCID 433853802-[(5-Nitro-2-pyridinyl)thio]ethanol

생성물 1

HCID 114938062-[(5-Nitro-2-pyridinyl)thio]ethyl 4-chlorobenzoate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A homogeneous mixture of 2-[(5-nitro-2-pyridinyl)thio]ethanol (7) (45 mg, 0.22 mmol), 4-chlorobenzoyl chloride (33 μL, 0.26 mmol) and pyridine (45 μL, 0.56 mmol) in anhydrous dichloromethane (1.5 mL) was stirred at room temperature for 48 h. The reaction mixture was quenched with 1N HCl and the organic phase was washed with saturated aqueous solution of NaHCO3, brine and then dried over anhydrous MgSO4. The crude product was purified by silica gel chromatography to give 2-[(5-nitro-2-pyridinyl)thio]ethyl 4-chlorobenzoate (8). LCMS: purity: 90%; MS (m/e): 340 (M+)

후처리

  1. customThe reaction mixture was quenched with 1N HCl
  2. washthe organic phase was washed with saturated aqueous solution of NaHCO3, brine
  3. dry with materialdried over anhydrous MgSO4
  4. customThe crude product was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-9bbe25831e9c45c39f003ee4b950b899
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07585883B2

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