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m-Chloroperbenzoic acid → HCID 16073909, 화합물

HRID 1068029
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HRID 1068029 반응식
[Cl:1][C:2]1[CH:38]=[CH:37][C:5]([CH2:6][NH:7][C:8]([C:10]2[C:19](=[O:20])[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([CH2:21][N:22]4[CH2:27][CH2:26][O:25][CH2:24][CH2:23]4)[CH:17]=3)[N:12]([CH2:28]SC3C=CC(Cl)=CC=3)[CH:11]=2)=[O:9])=[CH:4][CH:3]=1.O.[C:40]1(C)[CH:45]=[CH:44][C:43]([S:46]([OH:49])(=[O:48])=O)=[CH:42][CH:41]=1.[Cl:51]C1C=C(C=CC=1)C(OO)=O>ClCCl>[Cl:1][C:2]1[CH:38]=[CH:37][C:5]([CH2:6][NH:7][C:8]([C:10]2[C:19](=[O:20])[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([CH2:21][N:22]4[CH2:27][CH2:26][O:25][CH2:24][CH2:23]4)[CH:17]=3)[N:12]([CH2:28][S:46]([C:43]3[CH:42]=[CH:41][C:40]([Cl:51])=[CH:45][CH:44]=3)(=[O:48])=[O:49])[CH:11]=2)=[O:9])=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 70297m-Chloroperbenzoic acidHCID 521998p-Toluenesulfonic acid monohydrateHCID 16073907N-[(4-chlorophenyl)methyl]-1-[(4-chlorophenyl)sulfanylmethyl]-6-(morpholinomethyl)-4-oxo-quinoline-3-carboxamide

생성물 1

HCID 16073909HCID 16073909, 화합물수율 77.5%

시약·촉매·용매 1

HCID 6344Dichloromethane
용매
2회

실험 절차

A solution of N-(4-chlorobenzyl)-1-([(4-chlorophenyl)sulfanyl]methyl)-6-(4-morpholinylmethyl)-4-oxo-1,4-dihydro-3-quinolinecarboxamide (0.11 gm) from Example No. 101 in dichloromethane (2 mL) at 0° C. is treated with p-toluenesulfonic acid hydrate (0.04 gm) followed by m-chloroperoxybenzoic acid (˜85%) (0.09 gm). The mixture is stirred for 0.75 hr. The reaction mixture is diluted with dichloromethane, washed with saturated aqueous sodium sulfite, saturated aqueous sodium bicarbonate, brine, dried (Na2SO4) and concentrated under reduced pressure. The crude product is purified by recrystallization from acetonitrile to afford 0.09 gm of the title compound as a white solid.

후처리

  1. washwashed with saturated aqueous sodium sulfite, saturated aqueous sodium bicarbonate, brine
  2. dry with materialdried (Na2SO4)
  3. concentrationconcentrated under reduced pressure
  4. customThe crude product is purified by recrystallization from acetonitrile

출처 및 근거

ORD 기록
ord-77acd51ee4a64b8aa973482d5bbe86d3
출처 데이터셋
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06248739B1

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