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Ethanol → 2-[4-(6-chloro-benzo[b]thiophene-2-sulfonyl)-2-oxo-piperazin-1-ylmethyl]-6,7-dihydro-5H-benzothiazol-4-one oxime

HRID 1433075
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HRID 1433075 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:9]=[C:8]([S:10]([N:13]3[CH2:18][CH2:17][N:16]([CH2:19][C:20]4[S:21][C:22]5[CH2:28][CH2:27][CH2:26][C:25](=O)[C:23]=5[N:24]=4)[C:15](=[O:30])[CH2:14]3)(=[O:12])=[O:11])[S:7][C:6]=2[CH:31]=1.Cl.[NH2:33][OH:34].C([O-])(=O)C.[Na+].CCO>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:9]=[C:8]([S:10]([N:13]3[CH2:18][CH2:17][N:16]([CH2:19][C:20]4[S:21][C:22]5[CH2:28][CH2:27][CH2:26][C:25](=[N:33][OH:34])[C:23]=5[N:24]=4)[C:15](=[O:30])[CH2:14]3)(=[O:12])=[O:11])[S:7][C:6]=2[CH:31]=1
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참가 물질

6

반응물 4

HCID 702EthanolHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 670150242-[4-(6-chloro-benzo[b]thiophene-2-sulfonyl)-2-oxo-piperazin-1-ylmethyl]-6,7-dihydro-5H-benzothiazol-4-one

생성물 1

HCID 865925612-[4-(6-chloro-benzo[b]thiophene-2-sulfonyl)-2-oxo-piperazin-1-ylmethyl]-6,7-dihydro-5H-benzothiazol-4-one oxime

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

2-[4-(6-Chloro-benzo[b]thiophene-2-sulfonyl)-2-oxo-piperazin-1-ylmethyl]-6,7-dihydro-5H-benzothiazol-4-one (24 mg, 0.05 mmol), hydroxylamine hydrochloride (20 mg, 0.3 mmol), sodium acetate (20 mg, 0.3 mmol) and EtOH (2 mL) are combined and stirred 3.5 h. The reaction is diluted with CH2Cl2 and washed with NH4Cl, NaHCO3 and concentrated to provide 2-[4-(6-chloro-benzo[b]thiophene-2-sulfonyl)-2-oxo-piperazin-1-ylmethyl]-6,7-dihydro-5H-benzothiazol-4-one oxime. 1H NMR (300 MHz, DMSO-d6) δ 10.92 (s, 1H), 8.34 (d, 1H), 8.20 (s, 1H), 8.07 (d, 1H), 7.59 (dd, 1H), 4.70 (s, 2H), 3.87 (s, 2H), 3.49 (s, 4H), 2.74 (t, 2H), 2.61 (t, 2H), 1.81 (dt, 2H); (Ion Spray) 511 (M+H)+.

후처리

  1. washwashed with NH4Cl, NaHCO3
  2. concentrationconcentrated

출처 및 근거

ORD 기록
ord-73ef950b7d9a4b9da554785d5c8e2b5c
출처 데이터셋
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07612075B2

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