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Sodium hydride → 2-Cyclobutylsulfanyl-nicotinic acid

HRID 62866
ノート
印刷プレビュー

反応式

HRID 62866 の反応式
[SH:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[H-].[Na+].Br[CH:14]1[CH2:17][CH2:16][CH2:15]1>CN(C=O)C>[CH:14]1([S:1][C:2]2[N:10]=[CH:9][CH:8]=[CH:7][C:3]=2[C:4]([OH:6])=[O:5])[CH2:17][CH2:16][CH2:15]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 78110BromocyclobutaneHCID 178524460HCID 178524460、化合物

生成物 1

HCID 901180312-Cyclobutylsulfanyl-nicotinic acid

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2-Mercapto-nicotinic acid (0.1 g, 0.64 mmol) was dissolved in DMF (2 mL), and the solution was cooled to 0˜5° C. NaH (0.13 g, 3.2 mmol) was added slowly thereto, and the mixture was stirred at 0˜5° C. for 30 minutes. Bromo-cyclobutane (0.12 mL, 1.28 mmol) was added thereto, and the mixture was stirred at 55˜65° C. for 3 hours, and then stirred at room temperature for 12 hours. After the termination of the reaction, the reactant was concentrated under reduced pressure. The residue was diluted with water, and then 3N HCl was used to adjust the pH of the solution to 2˜3. The solution was extracted with EtOAc. The organic layer was dried with MgSO4 and concentrated under reduced pressure to obtain the title compound, which was used in the next step without a separate purification process.

後処理

  1. temperaturethe solution was cooled to 0˜5° C
  2. stirringthe mixture was stirred at 55˜65° C. for 3 hours
  3. stirringstirred at room temperature for 12 hours
  4. customAfter the termination of the reaction
  5. concentrationthe reactant was concentrated under reduced pressure
  6. additionThe residue was diluted with water
  7. extractionThe solution was extracted with EtOAc
  8. dry with materialThe organic layer was dried with MgSO4
  9. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-e7942ed619bd40f5a5d38fbdd6882541
出典データセット
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09447044B2

反応ノート

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