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

HRID 1692249

반응식

HRID 1692249 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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 (2×100ml), 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).

후처리

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

출처 및 근거

ORD 기록
ord-5c129350de4b462fbbb0f4d8097ae05a
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08153814B2

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