ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Hydrochloric Acid → 2,4-Dichloro-N-{1-[4-(propylsulphonyl)phenyl]prop-2-en-1-yl}benzamide

HRID 1698512
ノート
印刷プレビュー

反応式

HRID 1698512 の反応式
CC(S([NH:7][CH:8]([C:11]1[CH:16]=[CH:15][C:14]([S:17]([CH2:20][CH2:21][CH3:22])(=[O:19])=[O:18])=[CH:13][CH:12]=1)[CH:9]=[CH2:10])=O)(C)C.Cl.C(N(CC)CC)C.[Cl:31][C:32]1[CH:40]=[C:39]([Cl:41])[CH:38]=[CH:37][C:33]=1[C:34](Cl)=[O:35]>CO>[Cl:31][C:32]1[CH:40]=[C:39]([Cl:41])[CH:38]=[CH:37][C:33]=1[C:34]([NH:7][CH:8]([C:11]1[CH:12]=[CH:13][C:14]([S:17]([CH2:20][CH2:21][CH3:22])(=[O:18])=[O:19])=[CH:15][CH:16]=1)[CH:9]=[CH2:10])=[O:35]
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 8471TriethylamineHCID 666452,4-Dichlorobenzoyl chlorideHCID 672757392-Methyl-N-{1-[4-(propylsulphonyl)phenyl]prop-2-en-1-yl}propane-2-sulphinamide

生成物 1

HCID 672759492,4-Dichloro-N-{1-[4-(propylsulphonyl)phenyl]prop-2-en-1-yl}benzamide

試薬・触媒・溶媒 1

HCID 887
Methanol
溶媒

実験手順

2-Methyl-N-{1-[4-(propylsulphonyl)phenyl]prop-2-en-1-yl}propane-2-sulphinamide (213 mg, 0.62 mmol) was dissolved in methanol. Methanolic hydrogen chloride was added and the reaction mixture was stirred at room temperature for 2 h. Following concentration in vacuo the residue was suspended in dichloromethane and stirred under nitrogen. Triethylamine (0.173 mL, 1.24 mmol) was added followed by 2,4-dichlorobenzoyl chloride (87 μL, 0.62 mmol) and the reaction mixture was stirred overnight. The reaction was quenched by addition of water and satd. NaHCO3(aq). The product was extracted into ethyl acetate (×2) and then the combined organic layers washed with brine, dried (MgSO4) and concentrated. 1H NMR 5 (400 MHz, CDCl3) δ 0.99 (3H, t, J=7.4 Hz), 1.66-1.76 (2H, m), 3.00-3.04 (2H, m), 5.30-5.37 (2H, m), 5.86 (1H, t, J=6.9 Hz), 6.02-6.10 (1H, m), 7.19 (1H, d, J=7.9 Hz), 7.29 (1H, dd, J=8.5, 2.1 Hz), 7.40 (1H, d, J=1.9 Hz), 7.56 (2H, dd, J=8.3, 2.5 Hz), 7.83 (2H, d, J=8.3 Hz).

後処理

  1. concentrationconcentration in vacuo the residue
  2. stirringstirred under nitrogen
  3. stirringthe reaction mixture was stirred overnight
  4. customThe reaction was quenched by addition of water
  5. extractionThe product was extracted into ethyl acetate (×2)
  6. washthe combined organic layers washed with brine
  7. dry with materialdried (MgSO4)
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-3ac98bf6a972449ba1cd418cec8ae3e2
出典データセット
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08163956B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート