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m-Chloroperbenzoic acid → Thieno[2,3-c]pyridine, 7-chloro-, 6-oxide

HRID 389524
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HRID 389524 반응식
[Cl:1][C:2]1[N:3]=[CH:4][CH:5]=[C:6]2[CH:10]=[CH:9][S:8][C:7]=12.ClC1C=CC=C(C(OO)=[O:19])C=1>C(Cl)Cl>[Cl:1][C:2]1[N+:3]([O-:19])=[CH:4][CH:5]=[C:6]2[CH:10]=[CH:9][S:8][C:7]=12
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참가 물질

4

반응물 2

HCID 70297m-Chloroperbenzoic acidHCID 159141297-Chlorothieno[2,3-c]pyridine

생성물 1

HCID 86662415Thieno[2,3-c]pyridine, 7-chloro-, 6-oxide수율 58.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 7-chlorothieno[2,3-c]pyridine (5.00 g, 29.5 mmol) in DCM (200 mL) was added m-chloroperbenzoic acid (13.2 g, 59.0 mmol). The combined mixture was stirred at RT for 24 h. After that time, it was purified by ISCO chromatography (0 to 6% MeOH:DCM) to afford 3.18 g (58%) of the title compound as a light brown solid. 1H NMR (400 MHz, CDCl3): δ 8.31 (d, J=7.2 Hz, 1 H), 7.69 (d, J=5.2 Hz, 1 H), 7.57 (d, J=6.8 Hz, 1 H), 7.35 (d, J=5.2 Hz, 1 H); MS (ESI): 185.95, 187.96 [M+H]+; HPLC tR=0.88 min (TOF: polar—3 min).

후처리

  1. customAfter that time, it was purified by ISCO chromatography (0 to 6% MeOH:DCM)

출처 및 근거

ORD 기록
ord-47a6d8b19cb04e6c9afe6e12e86fcb34
출처 데이터셋
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08378104B2

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