4-Chloro-2-methylbutanoyl chloride → HCID 20407025、化合物

HRID 615539ノート

反応式

HRID 615539 の反応式
[CH3:1][C:2]([C:5]1[CH:9]=[C:8]([NH2:10])[S:7][N:6]=1)([CH3:4])[CH3:3].[CH3:11][CH:12]([CH2:16][CH2:17][Cl:18])[C:13](Cl)=[O:14]>C1(C)C=CC=CC=1>[Cl:18][CH2:17][CH2:16][CH:12]([CH3:11])[C:13]([NH:10][C:8]1[S:7][N:6]=[C:5]([C:2]([CH3:4])([CH3:3])[CH3:1])[CH:9]=1)=[O:14]

参加物

4

反応物 2

HCID 137705824-Chloro-2-methylbutanoyl chlorideHCID 151170133-tert-Butyl-1,2-thiazol-5-amine

生成物 1

HCID 20407025HCID 20407025、化合物収率 12%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a solution of 2.4 g of 3-(1,1-dimethylethyl)-5-aminoisothiazole dissolved in 150 ml of toluene under nitrogen was added 2.3 g of 2-methyl-4-chlorobutyric acid chloride. The reaction mixture was refluxed for about 24 hours and cooled. The solvent was evaporated under reduced pressure, and the product was isolated from the residue by chromatography over silica gel eluting with an ethyl acetate/Skellysolve B solvent mixture. Fractions containing the major component were combined and the solvent was evaporated therefrom to afford, following crystallization from toluene/Skellysolve B, 0.5 g of 4-chloro-N-[3-(1,1-dimethylethyl)-5-isothiazolyl]-2-methylbutanamide. Yield 12%. mp 144°-146° C.

後処理

  1. temperatureThe reaction mixture was refluxed for about 24 hours
  2. temperaturecooled
  3. customThe solvent was evaporated under reduced pressure
  4. customthe product was isolated from the residue by chromatography over silica gel eluting with an ethyl acetate/Skellysolve B solvent mixture
  5. additionFractions containing the major component
  6. customthe solvent was evaporated
  7. customto afford
  8. customcrystallization from toluene/Skellysolve B, 0.5 g of 4-chloro-N-[3-(1,1-dimethylethyl)-5-isothiazolyl]-2-methylbutanamide

出典と根拠

ORDレコード
ord-14ad40eb1f5c42d68853b51b8b3743d4
出典データセット
uspto-grants-1985_02
特許番号
US04500343

反応ノート

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