四氢呋喃 → HCID 178504718，化合物

HRID 25356

反应方程式

HRID 25356 反应方程式
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11](Cl)(=[O:13])=[O:12])(=[O:4])=[O:3].O1CCCC1.[NH2:20][C:21]1[CH:22]=[C:23]2[C:27](=[CH:28][CH:29]=1)[NH:26][N:25]=[C:24]2[Cl:30].C(N(CC)CC)C>O>[Cl:30][C:24]1[C:23]2[C:27](=[CH:28][CH:29]=[C:21]([NH:20][S:11]([C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=3[S:2]([CH3:1])(=[O:4])=[O:3])(=[O:13])=[O:12])[CH:22]=2)[NH:26][N:25]=1

参与物

6

反应物 4

HCID 8028四氢呋喃2 次HCID 8471三乙胺HCID 27351782-甲基磺酰苯磺酰氯HCID 178507360HCID 178507360，化合物

产物 1

HCID 178504718HCID 178504718，化合物收率 9.9%

试剂、催化剂与溶剂 1

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂

实验过程

N-(3-Chloro-1H-indazol-5-yl)-2-methylsulfonylbenzenesulfonamide can be obtained in the following way: a solution of 0.36 g of 2-methylsulfonylbenzenesulfonyl chloride and of 3.6 ml of tetrahydrofuran is added dropwise to a solution, cooled to 0° C., of 0.22 g of 5-amino-3-chloro-1H-indazole, of 15 ml of tetrahydrofuran and of 0.37 ml of triethylamine. After reacting for 30 minutes at a temperature in the region of 0° C. and 18 hours at a temperature in the region of 20° C., 30 ml of distilled water are added to the reaction medium. The medium is extracted with 30 ml and 15 ml of ethyl acetate. The organic phase is subsequently dried over magnesium sulfate, filtered and concentrated by evaporation under reduced pressure. The residue thus obtained is purified by chromatography on a silica column with a dichloromethane/methanol (99/1 by volume) mixture as eluent. The solid thus obtained is recrystallized from 45 ml of isopropanol. After drying under reduced pressure at 60° C., 0.05 g of N-(3-chloro-1H-indazol-5-yl)-2-methylsulfonylbenzenesulfonamide is thus obtained in the form of a white solid melting above 260° C. (analysis C14H12ClN3O4S2 % calculated C, 43.58; H, 3.13; Cl, 9.19; N, 10.89; O, 16.59; S, 16.62. % found C, 43.72; H, 2.88; Cl, 7.94; N, 10.63; S, 16.80).

后处理

  1. additionare added to the reaction medium
  2. extractionThe medium is extracted with 30 ml and 15 ml of ethyl acetate
  3. dry with materialThe organic phase is subsequently dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated by evaporation under reduced pressure
  6. customThe residue thus obtained
  7. customis purified by chromatography on a silica column with a dichloromethane/methanol (99/1 by volume) mixture as eluent
  8. customThe solid thus obtained
  9. customis recrystallized from 45 ml of isopropanol
  10. customAfter drying under reduced pressure at 60° C.

来源与证据

ORD记录
ord-7aa3391bca8a45dcb855ef7212c14f2b
来源数据集
uspto-grants-2005_02
专利号
US06858638B2

关联笔记

加载中…