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Thionyl Chloride → 6-Cyanopyridine-3-carbonyl chloride

HRID 340093
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HRID 340093 반응식
[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7](O)=[O:8])=[CH:5][N:4]=1)#[N:2].S(Cl)([Cl:14])=O>C1(C)C=CC=CC=1.CN(C=O)C>[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([Cl:14])=[O:8])=[CH:5][N:4]=1)#[N:2]
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참가 물질

5

반응물 2

HCID 24386Thionyl ChlorideHCID 27611086-Cyanopyridine-3-carboxylic acid

생성물 1

HCID 235126576-Cyanopyridine-3-carbonyl chloride수율 99.3%

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 1140Toluene용매

실험 절차

6-Cyano-nicotinic acid (120 mg, 810 μmol) was suspended in toluene (1 mL) and thionyl chloride (119 μL, 1.62 mmol) was added dropwise followed by one drop of DMF. The reaction mixture was refluxed for 2.5 hours and then allowed to cool to room temperature for 18 hours. The solvents were removed in vacuo and the residue was azeotroped with toluene to furnish the title compound as a brown oil (134 mg) which was used in further experiments without purification.

후처리

  1. temperatureThe reaction mixture was refluxed for 2.5 hours
  2. customThe solvents were removed in vacuo
  3. customthe residue was azeotroped with toluene

출처 및 근거

ORD 기록
ord-a0d68bfd70ad47b1bca584708294992a
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08895544B2

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