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Hydrochloric Acid → HCID 178518633、化合物

HRID 2256996
ノート
印刷プレビュー

反応式

HRID 2256996 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 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

生成物 1

HCID 178518633HCID 178518633、化合物収率 91.6%

試薬・触媒・溶媒 1

HCID 6344
Dichloromethane
溶媒

実験手順

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, 0H), 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

後処理

  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)

出典と根拠

ORDレコード
ord-36e473e4612c477b88fae835c87e3ea7
出典データセット
uspto-grants-1997_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05656626

反応ノート

読み込み中…

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