Chloride → 2H-1,2-Benzoxazin-3(4H)-one

HRID 988728

반응식

HRID 988728 반응식
C(Cl)Cl.[C:4]([OH:15])(=O)[C:5]1[CH:13]=[CH:12][C:8](C(O)=O)=[CH:7][CH:6]=1.C([N:18](CC)CC)C.[Cl-].[CH3:24][OH:25]>CN(C=O)C>[O:25]1[C:24]2[CH:13]=[CH:12][CH:8]=[CH:7][C:6]=2[CH2:5][C:4](=[O:15])[NH:18]1

참가 물질

7

반응물 5

HCID 312ChlorideHCID 887MethanolHCID 6344DichloromethaneHCID 7489Terephthalic AcidHCID 8471Triethylamine

생성물 1

HCID 199374482H-1,2-Benzoxazin-3(4H)-one수율 66%

시약·촉매·용매 1

HCID 6228Dimethylformamide촉매

실험 절차

Into 50 mL methylene chloride was dissolved 0.682 g (2 mmol) of the above intermediate terephthalic acid, followed by 5 drops DMF and 3.88 mL (48 mmol) triethylamine The mixture was cooled in an ice bath, and 0.42 mL (4.8 mmol) oxayl chloride was added in one portion. After 30 min 10 mL MeOH was added and ice bath was removed. After stirring an additional 30 min, the mixture was shaken between EtOAc (100 mL) and cold dilute HCl (100 mL). The organic layer was washed with satd NaHCO3 (100 mL), dried (MgSO4), and evaporated. Crystalline desired benzoxazinone (456 g, 66%) was obtained from a concentrated methylene chloride-hexane solution.

후처리

  1. temperaturewas cooled in an ice bath
  2. customice bath was removed
  3. stirringthe mixture was shaken between EtOAc (100 mL) and cold dilute HCl (100 mL)
  4. washThe organic layer was washed with satd NaHCO3 (100 mL)
  5. dry with materialdried (MgSO4)
  6. customevaporated

출처 및 근거

ORD 기록
ord-4b4e88067ffa46f699755729685be476
출처 데이터셋
uspto-grants-2003_10
특허 번호
US06635657B1

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