Hydrazine hydrate (1:1) → 2-{[4-(2-Aminoethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester

HRID 914287

反応式

HRID 914287 の反応式
[C:1]([O:5][C:6](=[O:29])[C:7]([CH3:28])([S:9][C:10]1[S:11][CH:12]=[C:13]([CH2:15][CH2:16][N:17]2C(=O)C3=CC=CC=C3C2=O)[N:14]=1)[CH3:8])([CH3:4])([CH3:3])[CH3:2].O.NN>C(O)C>[C:1]([O:5][C:6](=[O:29])[C:7]([S:9][C:10]1[S:11][CH:12]=[C:13]([CH2:15][CH2:16][NH2:17])[N:14]=1)([CH3:28])[CH3:8])([CH3:3])([CH3:2])[CH3:4]

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 597588282-Methyl-2-{[4-(2-phthalimidoethyl)-1,3-thiazol-2-yl]thio}propionic acid tert-butyl ester

生成物 1

HCID 597594492-{[4-(2-Aminoethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester収率 81.6%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

2-Methyl-2-{[4-(2-phthalimidoethyl)-1,3-thiazol-2-yl]thio}propionic acid tert-butyl ester (136 g) synthesized in Example 6 was dissolved in ethanol (800 mL), hydrazine monohydrate (47.2 g) was added, and the mixture was refluxed for 4 hr. White precipitate was filtered off from the reaction mixture, and the filtrate was concentrated under reduced pressure. Water was added thereto, and the mixture was extracted with dichloroethane. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (77.6 g) as a brown oil.

後処理

  1. temperaturethe mixture was refluxed for 4 hr
  2. filtrationWhite precipitate was filtered off from the reaction mixture
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. additionWater was added
  5. extractionthe mixture was extracted with dichloroethane
  6. washThe organic layer was washed with saturated brine
  7. dry with materialdried over anhydrous sodium sulfate
  8. customThe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-667b6ffa27e946afb16f92fd2515a8f1
出典データセット
uspto-grants-2011_09
特許番号
US08026370B2

関連ノート

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