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

HRID 2301491ノート

反応式

HRID 2301491 の反応式
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]

参加物

6

反応物 4

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

生成物 1

HCID 183734452-Acetyl-6-chloro-3-nitrobenzenesulfonamide収率 79.9%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

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−).

後処理

  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)

出典と根拠

ORDレコード
ord-fc4e504cf23c4ab899a31e57d7238369
出典データセット
uspto-grants-2002_12
特許番号
US06500863B1

反応ノート

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