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2,5-Dimethoxytetrahydrofuran → methvl 2-(aminosulfonyl)4-(1H-pyrrol-1-yl)benzoate

HRID 653566
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HRID 653566 반응식
[NH2:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([S:12]([NH2:15])(=[O:14])=[O:13])[CH:3]=1.CO[CH:18]1[CH2:22][CH2:21][CH:20](OC)O1>C(O)(=O)C>[NH2:15][S:12]([C:4]1[CH:3]=[C:2]([N:1]2[CH:18]=[CH:22][CH:21]=[CH:20]2)[CH:11]=[CH:10][C:5]=1[C:6]([O:8][CH3:9])=[O:7])(=[O:13])=[O:14]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 790982,5-DimethoxytetrahydrofuranHCID 10977277Methyl 4-amino-2-sulfamoylbenzoate

생성물 1

HCID 14837198methvl 2-(aminosulfonyl)4-(1H-pyrrol-1-yl)benzoate

시약·촉매·용매 1

HCID 176Acetic Acid용매

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온도
110 °C

실험 절차

In 3 ml of acetic acid, 300 mg (1.3 mmol) of methyl 4-amino2-(aminosulfonyl)benzoate and 0.23 ml of 2,5-dimethoxytetrahydrofuran were dissolved, followed by stirring at 110° C. for 1.5 hours. Acetic acid was then distilled off, followe by the addition of 30 ml of ice water. After the mixture thus obtained wa stirred for 20 minutes, the resulting precipitate was collected by filtration and dried in air. The brown solid thus obtained was purified b column chromatography, using silica gel ("Wako Gel C300", trade name; product of Wako Pure Chemical Industries, Ltd.) and dichloromethane, thereby obtaining the title compound as a white solid. Yield: 175.7 mg (48%). Its physicochemical properties are shown in Table 7.

후처리

  1. distillationAcetic acid was then distilled off
  2. additionfollowe by the addition of 30 ml of ice water
  3. customAfter the mixture thus obtained
  4. stirringwa stirred for 20 minutes
  5. filtrationthe resulting precipitate was collected by filtration
  6. customdried in air
  7. customThe brown solid thus obtained
  8. customwas purified b column chromatography

출처 및 근거

ORD 기록
ord-f5f965144e944d85a524a865661d8b46
출처 데이터셋
uspto-grants-1992_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05127937

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