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Water → HCID 58339501, 화합물

HRID 424270
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HRID 424270 반응식
Cl[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[S:8]([NH2:11])(=[O:10])=[O:9].[N-:12]=[N+:13]=[N-:14].[Na+].CN(C)C=O.O>[Cl-].[NH4+]>[N:12]([C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[S:8]([NH2:11])(=[O:10])=[O:9])=[N+:13]=[N-:14]
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참가 물질

6

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HCID 962WaterHCID 6228DimethylformamideHCID 33557Sodium AzideHCID 1184264-Chloro-3-pyridinesulphonamide

생성물 1

HCID 58339501HCID 58339501, 화합물수율 91%

시약·촉매·용매 1

HCID 25517Ammonium Chloride용매

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온도
90 °C

실험 절차

4-Chloro-pyridine-3-sulfonic acid amide (4 g, 20.77 mmol) and sodium azide (13.7 g, 210 mmol) were combined. Anhydrous N,N-dimethylformamide (80 mL) and water (30 mL) were added. The mixture was stirred at 90° C. for 2 h. Upon cooling, the mixture was diluted with saturated aqueous ammonium chloride solution (200 mL). The product was extracted into ethyl acetate (6×200 mL). The combined organic layers were dried over magnesium sulfate, filtered and concentrated in vacuo to afford the desired product, 4-azido-pyridine-3-sulfonic acid amide (3.75 g, 18.83 mmol, 91%), as a pale yellow solid. 1H NMR (400 MHz, DMSO-d6) δ: 7.54 (2H, bs), 7.57 (1H, d, J=5.4 Hz), 8.68 (1H, d, J=5.5 Hz), 8.81 (1H, s).

후처리

  1. temperatureUpon cooling
  2. extractionThe product was extracted into ethyl acetate (6×200 mL)
  3. dry with materialThe combined organic layers were dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-7feb64f21f8d47a28414580a4d3d7215
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08101800B2

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