2-Acetoxyisobutyroyl chloride → 1,1-Dimethyl-2-[2-[2-[[4-(methylthio)phenyl]amino]isonicotinoyl]hydrazino]-2-oxoethyl acetate

HRID 452632

反応式

HRID 452632 の反応式
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[CH:11]=[C:12]([CH:17]=[CH:18][N:19]=2)[C:13]([NH:15][NH2:16])=[O:14])=[CH:5][CH:4]=1.[C:20]([O:23][C:24]([CH3:29])([CH3:28])[C:25](Cl)=[O:26])(=[O:22])[CH3:21]>CN(C)C(=O)C.C(OCC)(=O)C>[C:20]([O:23][C:24]([CH3:29])([CH3:28])[C:25]([NH:16][NH:15][C:13](=[O:14])[C:12]1[CH:17]=[CH:18][N:19]=[C:10]([NH:9][C:6]2[CH:7]=[CH:8][C:3]([S:2][CH3:1])=[CH:4][CH:5]=2)[CH:11]=1)=[O:26])(=[O:22])[CH3:21]

参加物

5

反応物 2

HCID 1234962-Acetoxyisobutyroyl chlorideHCID 686641102-[[4-(Methylthio)phenyl]amino]isonicotinohydrazide

生成物 1

HCID 686646781,1-Dimethyl-2-[2-[2-[[4-(methylthio)phenyl]amino]isonicotinoyl]hydrazino]-2-oxoethyl acetate収率 83%

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 31374Dimethylacetamide溶媒

実験手順

To a solution of 2-[[4-(methylthio)phenyl]amino]isonicotinohydrazide (513 mg, 1.87 mmol) in N,N-dimethylacetamide (5 mL) was added dropwise 2-chloro-1,1-dimethyl-2-oxoethyl acetate (0.294 mL, 2.06 mmol) under ice-cooling, and the resulting mixture was stirred at room temperature for 2 hr. The reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was recrystallized from hexane/ethyl acetate to give the title compound (624 mg, yield 83%) as colorless crystals.

後処理

  1. temperaturecooling
  2. washwashed with water and saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was recrystallized from hexane/ethyl acetate

出典と根拠

ORDレコード
ord-a2830d7d00cf44b386d653326d30cb5e
出典データセット
uspto-grants-2013_07
特許番号
US08492378B2

関連ノート

読み込み中…