Hydrochloric Acid → 3-Acetyl-2,5-dihydro-4-hydroxy-5-methyl-1,2-thiazino[5,6-b]indole-1,1-dioxide

HRID 2164113노트

반응식

HRID 2164113 반응식
[CH2:1]([N:5]1[C:17](=[O:18])[C:8]2[N:9]([CH3:16])[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:15]=3[C:7]=2[S:6]1(=[O:20])=[O:19])[C:2]([CH3:4])=[O:3].Cl>C[O-].[Na+]>[C:2]([C:1]1[NH:5][S:6](=[O:20])(=[O:19])[C:7]2[C:15]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[N:9]([CH3:16])[C:8]=2[C:17]=1[OH:18])(=[O:3])[CH3:4]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 227500152-acetonyl-4-methyl-2H-isothiazolo [4,5-b]-indole-3(4H)-one-1,1-dioxide

생성물 1

HCID 227500043-Acetyl-2,5-dihydro-4-hydroxy-5-methyl-1,2-thiazino[5,6-b]indole-1,1-dioxide수율 64.4%

시약·촉매·용매 1

HCID 10942334Sodium Methoxide용매

실험 절차

10 gm (34 millimols) of 2-acetonyl-4-methyl-2H-isothiazolo [4,5-b]-indole-3(4H)-one-1,1-dioxide were added to a methanolic sodium methylate solution [1.6 gm of sodium (0.107 gm-atoms) in 60 ml of anhydrous methanol]. After half an hour of stirring at room temperature, the mixture was heated for 45 minutes on an oil bath at 60° C. Subsequently, the reaction mixture was cooled on an ice bath and acidified with 1 N hydrochloric acid to a pH of 3-4. The precipitate formed thereby was filtered off, washed with ice water, dried and recrystallized from ethylene chloride, yielding 6.4 gm (64% of theory) of 3-acetyl-2,5-dihydro-4-hydroxy-5-methyl-1,2-thiazino[5,6-b ]-indole-1,1-dioxide. M.p.: 210°-211° C.;

후처리

  1. temperaturethe mixture was heated for 45 minutes on an oil bath at 60° C
  2. temperatureSubsequently, the reaction mixture was cooled on an ice bath
  3. customThe precipitate formed
  4. filtrationthereby was filtered off
  5. washwashed with ice water
  6. customdried
  7. customrecrystallized from ethylene chloride

출처 및 근거

ORD 기록
ord-359a71b7d8e04434a8b1e5ab04ea8909
출처 데이터셋
uspto-grants-1979_01
특허 번호
US04137313

반응 노트

불러오는 중…