Sodium Thiosulfate → 7-Fluoro-1,5-naphthyridine 1-oxide

HRID 385614노트

반응식

HRID 385614 반응식
[F:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[N:9][CH:8]=[CH:7][CH:6]=2.ClC1C=CC=C(C(OO)=[O:20])C=1.S([O-])([O-])(=O)=S.[Na+].[Na+]>C(Cl)(Cl)Cl>[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[N+:9]2[O-:20])=[N:4][CH:3]=1

참가 물질

5

반응물 3

HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acid2회HCID 534161913-Fluoro-1,5-naphthyridine

생성물 1

HCID 578152157-Fluoro-1,5-naphthyridine 1-oxide수율 71.3%

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

To a solution of 76 mg of 3-fluoro-1,5-naphthyridine in 3 mL of chloroform, 136 mg of m-chloroperbenzoic acid was added, and the mixture was stirred at room temperature for 2.5 hours. Thereto was added 27 mg of m-chloroperbenzoic acid, and the mixture was stirred at room temperature for 1 hour. To the reaction mixture, a 5% aqueous sodium thiosulfate solution and chloroform were added, the organic layer was separated and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The resultant residue was purified by silica gel column chromatography using silica gel; Silica Gel 60N made by KANTO CHEMICAL CO., INC., and an eluent of chloroform:methanol=50:1 to obtain 60 mg of 7-fluoro-1,5-naphthyridine 1-oxide as a light yellow solid.

후처리

  1. stirringthe mixture was stirred at room temperature for 1 hour
  2. customthe organic layer was separated
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe resultant residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-a2a52cae5c8d4cb6a798a8fe69ffd52c
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367831B2

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