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Chlorosuccinimide → HCID 16731659, 화합물

HRID 2300910
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HRID 2300910 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:19])[C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[C:11]=2[NH2:18])=[N:6][CH:7]=1.[Cl:20]N1C(=O)CCC1=O>C1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:19])[C:10]2[CH:15]=[C:14]([Cl:20])[CH:13]=[C:12]([O:16][CH3:17])[C:11]=2[NH2:18])=[N:6][CH:7]=1
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참가 물질

4

반응물 2

HCID 31398ChlorosuccinimideHCID 16733151HCID 16733151, 화합물

생성물 1

HCID 16731659HCID 16731659, 화합물수율 91.5%

시약·촉매·용매 1

HCID 241Benzene용매

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온도
52.5 °C

실험 절차

To N-(5-chloropyridin-2-yl)-2-amino-3-methoxybenzamide (39 g, 140 mmol) in benzene (2 L) was added N-chlorosuccinimide (20 g, 148 mmol) and the reaction heated at 50-55° C. After 24 hours the reaction was cooled to ambient temperature and concentrated of all volatiles in vacuo. The resulting solid was dissolved in ethyl acetate (1 L), washed with water (3×100 mL), dried over sodium sulfate, and concentrated. Recrystallization from benzene afforded 40 g (90% yield) of N-(5-chloropyridin-2-yl)-2-amino-3-methoxy-5-chlorobenzamide as off-white needles; NMR (CDCl3) 8.6 (br, 1), 8.3 (m, 2), 7.7 (dd, 1), 7.1 (d, 1), 6.8 (d, 1), 5.9 (br, 1), 3.9 (s, 3) ppm.

후처리

  1. temperatureAfter 24 hours the reaction was cooled to ambient temperature
  2. concentrationconcentrated of all volatiles in vacuo
  3. dissolutionThe resulting solid was dissolved in ethyl acetate (1 L)
  4. washwashed with water (3×100 mL)
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated
  7. customRecrystallization from benzene

출처 및 근거

ORD 기록
ord-876c477812f7421796a534213829ffa2
출처 데이터셋
uspto-grants-2002_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06498185B1

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