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Hydrochloric Acid → HCID 178518633, 화합물

HRID 2392555
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HRID 2392555 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11](=[O:12])[C:10]([C:13]3[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=3)=[C:9]([O:22]C)[C:8](=[O:24])[NH:7][C:6]=2[CH:25]=1.B(Br)(Br)Br.C(=O)(O)[O-].[Na+].Cl>ClCCl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11](=[O:12])[C:10]([C:13]3[CH:14]=[CH:15][C:16]([N+:19]([O-:21])=[O:20])=[CH:17][CH:18]=3)=[C:9]([OH:22])[C:8](=[O:24])[NH:7][C:6]=2[CH:25]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 25134Boron tribromideHCID 516892Sodium BicarbonateHCID 189800568-Chloro-3-methoxy-4-(4-nitrophenyl)-2,5-dioxo-2,5-dihydro-1H-benz[b]azepine

생성물 1

HCID 178518633HCID 178518633, 화합물수율 91.6%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

8-Chloro-3-methoxy-4-(4-nitrophenyl)-2,5-dioxo-2,5-dihydro-1H-benz[b]azepine (125 mg) was dissolved in dichloromethane (10 mL). To this was added boron tribromide (1M in dichloromethane 1 mL). This suspension was stirred for one hour. Saturated sodium bicarbonate (5 mL) was then added, and this mixture stirred for 2-3 minutes. The mixture was then adjusted to pH 3 by addition of 6N HCl. This suspension was stirred for 40 minutes, then vacuum filtered and the collected solid washed with water and crystallized from dimethylformamide (2 mL) and water (6 mL) to yield the title compound (110 mg, 91%) as an off white solid; mp 310°-312° C.; NMR: 11.90 (s,1, NH), 10.7 (broad s,1, OH), 8.26 (dd,2, J=6.9, 2.0), 7.92 (d,1, J=8.7), 7.51 (m,3), 7.34 (dd,1, J=8.7, 2.0); MS: m/z=345(M+1). Analysis for C16H9ClN2O5 : Calculated: C, 55.75; H, 2.63; N, 8.13; Found: C, 55.49; H, 2.54; N, 8.05

후처리

  1. stirringthis mixture stirred for 2-3 minutes
  2. stirringThis suspension was stirred for 40 minutes
  3. filtrationvacuum filtered
  4. washthe collected solid washed with water
  5. customcrystallized from dimethylformamide (2 mL) and water (6 mL)

출처 및 근거

ORD 기록
ord-239f020c99314cc293ca5626bb3b4ab8
출처 데이터셋
uspto-grants-1998_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05801168

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