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

HRID 914287

반응식

HRID 914287 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-667b6ffa27e946afb16f92fd2515a8f1
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08026370B2

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