Hydrochloric Acid → 2-Acetyl-6-chloro-3-nitrobenzenesulfonamide

HRID 2301491노트

반응식

HRID 2301491 반응식
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([Cl:11])[C:3]=1[S:12]([NH2:15])(=[O:14])=[O:13].[C:16]([O-])(=[O:18])[CH3:17].[K+].C1OCCOCCOCCOCCOCCOC1.Cl>CS(C)=O>[C:16]([C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([Cl:11])[C:3]=1[S:12]([NH2:15])(=[O:14])=[O:13])(=[O:18])[CH3:17]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 2855718-Crown-6HCID 517044Potassium AcetateHCID 111732852,6-Dichloro-3-nitrobenzene-1-sulfonamide

생성물 1

HCID 183734452-Acetyl-6-chloro-3-nitrobenzenesulfonamide수율 79.9%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

A solution of 2,6-dichloro-3-nitrobenzenesulfonamide (2.04 g, 7.5 mmol), potassium acetate (2.21 g, 22.5 mmol) and 18-crown-6 (5.95 g, 22.5 mmol) in 50 mL of dimethyl sulfoxide was heated to 45° C., for 7 days. The mixture was acidified with 1N aq. HCl, and extracted with ethyl acetate. The organic layer was concentrated to give the crude material. Column chromatography on silica gel, eluting with ethyl acetate/hexane/acetic acid (50/49/1, v/v/v) gave the desired product (1.67 g, 76%). EI-MS (m/z) 293.1, 295.1 (M−).

후처리

  1. extractionextracted with ethyl acetate
  2. concentrationThe organic layer was concentrated
  3. customto give the crude material
  4. washColumn chromatography on silica gel, eluting with ethyl acetate/hexane/acetic acid (50/49/1, v/v/v)

출처 및 근거

ORD 기록
ord-fc4e504cf23c4ab899a31e57d7238369
출처 데이터셋
uspto-grants-2002_12
특허 번호
US06500863B1

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