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Sulfuric Acid → 1,3-Dihydro-2,2-dioxo-4-chloro-7-nitro-2,1-benzisothiazole

HRID 378986
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HRID 378986 반응식
[O:1]=[S:2]1(=[O:12])[CH2:6][C:5]2[C:7]([Cl:11])=[CH:8][CH:9]=[CH:10][C:4]=2[NH:3]1.[N+:13]([O-])([O-:15])=[O:14].[Na+].S(=O)(=O)(O)O.N([O-])=O.[Na+]>C(Cl)Cl>[O:12]=[S:2]1(=[O:1])[CH2:6][C:5]2[C:7]([Cl:11])=[CH:8][CH:9]=[C:10]([N+:13]([O-:15])=[O:14])[C:4]=2[NH:3]1
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참가 물질

6

반응물 4

HCID 1118Sulfuric AcidHCID 24268Sodium NitrateHCID 217951722,1-Benzisothiazole, 4-chloro-1,3-dihydro-, 2,2-dioxideHCID 23668193Sodium Nitrite

생성물 1

HCID 98163551,3-Dihydro-2,2-dioxo-4-chloro-7-nitro-2,1-benzisothiazole수율 21.9%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매
2회

실험 절차

1 ,3-dihydro-2,2-dioxo-4-chloro-2,1-benzisothiazole (1.5 mg, 0.92 mmol) was dissolved in methylene chloride (30 ml) followed by the addition of sodium nitrate (86 mg, 1.01 mmol). The addition of sulfuric acid (0.18 ml/3M) is then made, followed by addition of a catalytic amount of sodium nitrite. The mixture is allowed to stir. After about 24 hours, the reaction mixture is diluted with methylene chloride and extracted with water. The organic layer is dried over MgSO4 and filtered. The solvent was evaporated and chromatography of the resulting solid on silica gel (50% Ethyl acetate/Hexane) gave the desired product(50 mg, 21%). EI-MS m/z 263.5 (M+).

후처리

  1. extractionextracted with water
  2. dry with materialThe organic layer is dried over MgSO4
  3. filtrationfiltered
  4. customThe solvent was evaporated

출처 및 근거

ORD 기록
ord-35eb12a25dff4b168e43cd5d672b3864
출처 데이터셋
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06297265B2

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