반응 #40668

ord-5b1739874cf74cd0a4adf4f3312b5832

반응 방정식

CC1(C)CN(c2ccccc2N)c2ccccc21
2e
CC1(C)CN(c2ccccc2N)c2ccccc21
2-(3,3-dimethylindolin-1-yl)benzenamine
O=C(N=C=S)c1ccccc1
benzoyl isothiocyanate
CC1(C)CN(c2ccccc2NC(=S)NC(=O)c2ccccc2)c2ccccc21
2f
수율 112.7%
CC1(C)CN(c2ccccc2NC(=S)NC(=O)c2ccccc2)c2ccccc21
1-benzoyl-3-(2-(3,3-dimethylindolin-1-yl)phenyl)thiourea
수율 112.7%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도at reflux for 2.5 h
  2. 2
    여과The reaction mixture was filtered through a cake of Celite®
  3. 3
    세척washed the cake with CH2Cl2
  4. 4
    기타The solvent was evaporated under reduced pressure
  5. 5
    기타The desired product was purified by column chromatography
  6. 6
    기타over 60 min
  7. 7
    세척as eluting gradient

실험 절차

To a solution of 2e (40 mg, 0.168 mmol) in CH2Cl2 was added benzoyl isothiocyanate (30 mg, 0.189 mmol). The reaction mixture was kept at reflux for 2.5 h. The reaction mixture was filtered through a cake of Celite® and washed the cake with CH2Cl2. The solvent was evaporated under reduced pressure. The desired product was purified by column chromatography using 0 to 80% EtOAc in hexane over 60 min as eluting gradient to afford 2f (76 mg, 99%) as a powder. MS (ES) m/z 402 [M+H]+.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07728008B2uspto-grants-2010_06