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Benzisothiazole → 1,2-Benzisothiazole, 5-nitro-

HRID 1681269
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HRID 1681269 반응식
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[S:11][N:10]=[CH:9][C:8]=2[CH:12]=1)([O-:3])=[O:2].[N+:13]([C:16]1[C:24]2[S:23][N:22]=[CH:21][C:20]=2[CH:19]=[CH:18][CH:17]=1)([O-:15])=[O:14].S1C2C=CC=CC=2C=N1.[N+]([O-])([O-])=O.[K+]>S(=O)(=O)(O)O>[N+:13]([C:12]1[C:8]2[CH:9]=[N:10][S:11][C:7]=2[CH:6]=[CH:5][CH:4]=1)([O-:15])=[O:14].[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[S:11][N:10]=[CH:9][C:8]=2[CH:12]=1)([O-:3])=[O:2].[N+:13]([C:16]1[C:24]2[S:23][N:22]=[CH:21][C:20]=2[CH:19]=[CH:18][CH:17]=1)([O-:15])=[O:14]
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참가 물질

8

반응물 4

HCID 9225BenzisothiazoleHCID 24434Potassium NitrateHCID 1984101,2-Benzisothiazole, 5-nitro-HCID 1986561,2-Benzisothiazole, 7-nitro-

생성물 3

HCID 1984101,2-Benzisothiazole, 5-nitro-HCID 1986561,2-Benzisothiazole, 7-nitro-
HCID 19387300
HCID 19387300, 화합물

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

반응 조건

온도
-40 °C

실험 절차

P.2 4-Nitrobenzisothiazole, 5-nitrobenzisothiazole and 7-nitrobenzisothiazole 300 g of benzisothiazole are added, with cooling, to 750 ml of concentrated sulfuric acid, the solution is cooled to -40° C., and 227.5 g of potassium nitrate are added in portions, in such a manner that the temperature does not rise above room temperature. After standing at room temperature for 15 hours, the reaction mixture is poured onto ice and the solid portion is filtered off and dried. The product is chromatographed on silica gel with tetrahydrofuran:methylene chloride:hexane 5:10:85. After evaporation, there are isolated from the fractions 5.5% of the theorectical yield of 4-nitrobenzisothiazole, 56.5% of the theoretical yield of 5-nitrobenzisothiazole and 36.8% of the theoretical yield of 7-nitrobenzisothiazole (compounds 16, 11 and 1, Table).

후처리

  1. customdoes not rise above room temperature
  2. additionthe reaction mixture is poured onto ice
  3. filtrationthe solid portion is filtered off
  4. customdried
  5. customThe product is chromatographed on silica gel with tetrahydrofuran:methylene chloride:hexane 5:10:85
  6. customAfter evaporation, there

출처 및 근거

ORD 기록
ord-1159bcb776a149679a1797dd68b982ab
출처 데이터셋
uspto-grants-1992_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05169951

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