Hydrochloric Acid → 4-(Biphenyl-2-yloxy)-3-cyanobenzenesulfonyl chloride

HRID 1401953

反応式

HRID 1401953 の反応式
C(N[S:9]([C:12]1[CH:13]=[CH:14][C:15]([O:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[C:16]([CH:19]=1)[C:17]#[N:18])(=[O:11])=[O:10])C1C=CC=CC=1.[ClH:33].Cl[O-].[Na+]>ClCCl>[C:22]1([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=1[O:20][C:15]1[CH:14]=[CH:13][C:12]([S:9]([Cl:33])(=[O:11])=[O:10])=[CH:19][C:16]=1[C:17]#[N:18]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 23665760Sodium HypochloriteHCID 669054565-Benzylsulfamyl-2-(biphenyl-2-yloxy)-benzonitrile

生成物 1

HCID 594365064-(Biphenyl-2-yloxy)-3-cyanobenzenesulfonyl chloride

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of 5-benzylsulfamyl-2-(biphenyl-2-yloxy)-benzonitrile (Preparation 56, 6.06 g, 15.4 mmol), dichloromethane and aq HCl was stirred vigorously with cooling (ice bath). Sodium hypochlorite was added dropwise over 30 minutes and stirring continued with cooling for 1 hour. The layers were separated, the aqueous extracted with dichloromethane (2×100 ml), and the organic collected, dried (MgSO4) and concentrated in vacuo. The residue was purified using silica gel column chromatography (ethyl acetate:Heptane 10/90 to 20/80) to furnish 4.58 g of the title compound. 1HNMR (CDCl3): δ 6.7 (m, 1H), 7.2-7.6 (m, 9H), 7.85 (m, 1H), 8.15 (m, 1H).

後処理

  1. temperaturewith cooling (ice bath)
  2. stirringstirring
  3. temperaturewith cooling for 1 hour
  4. customThe layers were separated
  5. extractionthe aqueous extracted with dichloromethane (2×100 ml)
  6. dry with materialthe organic collected, dried (MgSO4)
  7. concentrationconcentrated in vacuo
  8. customThe residue was purified

出典と根拠

ORDレコード
ord-2b9122a22802453e9f6c0404f6674060
出典データセット
uspto-grants-2014_12
特許番号
US08907101B2

関連ノート

読み込み中…