Acetic Acid → 6-Bromo-2-thioxo-2,3-dihydroquinazolin-4(1H)-one

HRID 2406199노트

반응식

HRID 2406199 반응식
C[O-].[Na+].[Br:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=[S:15])[N:9](C(OCC)=O)[C:8]2=[O:21].C(O)(=O)C>CO.C1COCC1>[Br:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=[S:15])[NH:9][C:8]2=[O:21]

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 10942334Sodium MethoxideHCID 86652648HCID 86652648, 화합물

생성물 1

HCID 8408566-Bromo-2-thioxo-2,3-dihydroquinazolin-4(1H)-one수율 100%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

A solution of sodium methoxide (0.5 M, 36.1 mmol) in methanol (72 mL) was added to a solution of 3a (10.8 g, 32.8 mmol) in 150 mL of dry THF and the mixture was heated at reflux for 90 min. The mixture was allowed to reach room temperature and quenched by addition of acetic acid (2.1 mL, 36.1 mmol). The mixture was concentrated under reduced pressure and 200 mL of ethyl alcohol and 100 mL of water was added and the mixture was heated at reflux for 30 min. The slurry was cooled to rt. and filtrated to give 4 white solid (8.43 g, 100%). mp: 350° C. (decomp.),

후처리

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 90 min
  3. customto reach room temperature
  4. concentrationThe mixture was concentrated under reduced pressure and 200 mL of ethyl alcohol and 100 mL of water
  5. additionwas added
  6. temperaturethe mixture was heated
  7. temperatureat reflux for 30 min
  8. filtrationand filtrated

출처 및 근거

ORD 기록
ord-a738b6ec754f4677acfbedfda58ab9dc
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08809355B2

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