Benzenesulfonyl chloride → HCID 66906833, 화합물

HRID 2405868노트

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HRID 2405868 반응식
Cl.[Br:2][C:3]1[C:7]2=[N:8][CH:9]=[CH:10][CH:11]=[C:6]2[S:5][C:4]=1[NH2:12].[C:13]1([S:19]([Cl:22])(=[O:21])=[O:20])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>N1C=CC=CC=1>[ClH:22].[Br:2][C:3]1[C:7]2=[N:8][CH:9]=[CH:10][CH:11]=[C:6]2[S:5][C:4]=1[NH:12][S:19]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)(=[O:21])=[O:20]

참가 물질

4

반응물 2

HCID 7369Benzenesulfonyl chloride2회HCID 66906974HCID 66906974, 화합물

생성물 1

HCID 66906833HCID 66906833, 화합물수율 36%

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
50 °C

실험 절차

To a solution of compound 145-H (0.46 g, 1.52 mmol) in pyridine (4.6 mL), cooled to 0° C., was added benzenesulfonyl chloride (0.206 mL, 1.60 mmol), and the reaction was heated to 50° C. for 72 h. Additional benzenesulfonyl chloride (0.412 mL, 3.20 mmol) was added and the reaction mixture was heated at 50° C. for an additional 16 h. The solvent was evaporated in vacuo, the residue dissolved in dichloromethane and washed with aqueous sodium bicarbonate. The aqueous layer was acidified with 1N HCl, extracted with dichloromethane, and the organic layer was evaporated in vacuo to afford a yellow solid (0.22 g, 36%) as a 1/3.5 mixture of the 3-bromo- and 3-chloro-substituted compounds, 145-Ia and 145-Ib, respectively. 1H-NMR (DMSO-d6): δ 7.1-7.2 (m, 1H), 7.4-7.6 (m, 3H), 7.8 (m, 2H), 8.1-8.2 (m, 1H), 8.25-8.35 (m, 1H); MS: m/z 465 and 509 (MH+).

후처리

  1. temperaturethe reaction mixture was heated at 50° C. for an additional 16 h
  2. customThe solvent was evaporated in vacuo
  3. dissolutionthe residue dissolved in dichloromethane
  4. washwashed with aqueous sodium bicarbonate
  5. extractionextracted with dichloromethane
  6. customthe organic layer was evaporated in vacuo

출처 및 근거

ORD 기록
ord-1758dafa91834e5babffa943f9776eac
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08809327B2

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