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

HRID 2164113ノート

反応式

HRID 2164113 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 10942334Sodium Methoxide溶媒

実験手順

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.;

後処理

  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

出典と根拠

ORDレコード
ord-359a71b7d8e04434a8b1e5ab04ea8909
出典データセット
uspto-grants-1979_01
特許番号
US04137313

反応ノート

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