Hydrochloric Acid → 2-Sulfamoyl-1,3-benzothiazol-5-yl cyclopentylacetate

HRID 2295753노트

반응식

HRID 2295753 반응식
[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([S:10]([NH2:13])(=[O:12])=[O:11])=[N:7][C:6]=2[CH:14]=1.C(N(CC)CC)C.[CH:22]1([CH2:27][C:28](Cl)=[O:29])[CH2:26][CH2:25][CH2:24][CH2:23]1.Cl>CN(C)C1C=CN=CC=1.CN(C)C=O>[CH:22]1([CH2:27][C:28]([O:1][C:2]2[CH:3]=[CH:4][C:5]3[S:9][C:8]([S:10](=[O:12])(=[O:11])[NH2:13])=[N:7][C:6]=3[CH:14]=2)=[O:29])[CH2:26][CH2:25][CH2:24][CH2:23]1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 12159529927-14-8HCID 3485182Cyclopentylacetyl chloride

생성물 1

HCID 540433662-Sulfamoyl-1,3-benzothiazol-5-yl cyclopentylacetate

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6228Dimethylformamide용매

반응 조건

온도
25 °C

실험 절차

To a stirred solution of 5-hydroxy-2-benzothiazolesulfonamide (2.3 g., 0.01 mole), 4-dimethylaminopyridine (100 mg., catalyst) and triethylamine (1.4 ml., 0.01 mole) in dimethylformamide (20 ml.) is added cyclopentaneacetyl chloride (1.6 g., 0.01 mole). The reaction mixture is stirred at 25° C. for 2 hours, poured into ice water and excess hydrochloric acid and extracted into ether. The organic extract is washed with water and dried over magnesium sulfate. The ether is evaporated and the residue chromatographed on silica gel (130 g. 70-230 mesh) to give 2-sulfamoyl-5-benzothiazolyl cyclopentaneacetate.

후처리

  1. extractionextracted into ether
  2. extractionThe organic extract
  3. washis washed with water
  4. dry with materialdried over magnesium sulfate
  5. customThe ether is evaporated
  6. customthe residue chromatographed on silica gel (130 g. 70-230 mesh)

출처 및 근거

ORD 기록
ord-6eba10271a8846f2bbb687b9d5471ed6
출처 데이터셋
uspto-grants-1984_01
특허 번호
US04426388

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