m-Chloroperbenzoic acid → 1-methyl-3-(methylsulfonyl)cinnolin-4(1H)-one

HRID 1578497노트

반응식

HRID 1578497 반응식
ClC1C=CC=C(C(OO)=[O:9])C=1.[CH3:12][N:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16](=[O:23])[C:15]([S:24]([CH3:26])=[O:25])=[N:14]1.C(=O)(O)[O-].[Na+]>C(Cl)(Cl)Cl>[CH3:12][N:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16](=[O:23])[C:15]([S:24]([CH3:26])(=[O:9])=[O:25])=[N:14]1

참가 물질

5

반응물 3

HCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 218236821-Methyl-3-(methylsulfinyl)-4(1H)-cinnolinone

생성물 1

HCID 124214871-methyl-3-(methylsulfonyl)cinnolin-4(1H)-one수율 104.1%

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

A quantity of 6.16 g (0.027 mole) of 85% m-chloroperbenzoic acid was added to a solution of 6.6 g (0.03 mole) of 1-methyl-3-(methylsulfinyl)-4(1H)-cinnolinone in 100 ml of chloroform. The temperature rose to 45° C. After 5 minutes the solution was brought to reflux for 5 minutes, cooled, mixed with 200 ml of 5% sodium bicarbonate and stirred for 10 minutes. Additional chloroform (300 ml) was added to dissolve the separated product. The organic layer was separated, dried over anhydrous potassium carbonate and concentrated to give 6.7 g (94.4%) of white product melting at 202°-204°. Recrystallization from chloroform-methanol gave pure product melting at 204°-206° C.

후처리

  1. customrose to 45° C
  2. temperatureto reflux for 5 minutes
  3. temperaturecooled
  4. dissolutionto dissolve the separated product
  5. customThe organic layer was separated
  6. dry with materialdried over anhydrous potassium carbonate
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-a5d0970e8e6941e6bcc813140bc25dd4
출처 데이터셋
uspto-grants-1976_02
특허 번호
US03937704

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