Dimethylamine → HCID 9834935, 화합물

HRID 1167241

반응식

HRID 1167241 반응식
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].Cl[S:13]([OH:16])(=O)=[O:14].[CH3:17][NH:18][CH3:19]>CO.C(Cl)Cl.Cl>[CH3:8][C:6]1[CH:7]=[C:2]([CH3:1])[C:3]([N+:9]([O-:11])=[O:10])=[CH:4][C:5]=1[S:13]([N:18]([CH3:19])[CH3:17])(=[O:16])=[O:14]

참가 물질

7

반응물 3

HCID 674DimethylamineHCID 69914-Nitro-m-xyleneHCID 24638Chlorosulfonic acid

생성물 1

HCID 9834935HCID 9834935, 화합물수율 37%

시약·촉매·용매 3

HCID 313Hydrochloric Acid용매HCID 887Methanol용매HCID 6344Dichloromethane용매

반응 조건

온도
130 °C

실험 절차

In a dry flask under argon filled with 2,4-dimethyinitrobenzene (1.0 g, 6.61 mmol), chlorosulfonic acid (5 mL) was added dropwise. The resulting solution was stirred at 130° C. for 4 h, and then the mixture was poured slowly onto ice. A light brown precipitate formed and was isolated by filtration. The solid was dissolved in methanol (20 mL), and dimethylamine (3 mL) was added with stirring. After 15 min, the reaction mixture was diluted with methylene chloride and 1 M HCl. The layers were separated, and the organics were dried and concentrated. Purification of the residue by flash chromatography (15% ethyl acetate/hexanes) provided 2,4-dimethyl-5-nitro (N,N-dimethyl)benzenesulfonamide (626 mg, 37%) as a white solid. Anal. Calcd for C10H14N2O4S: C, 46.50; H, 5.46; N, 10.85. Found: C, 46.68; H, 5.25; N, 10.71.

후처리

  1. additionwas added dropwise
  2. additionthe mixture was poured slowly onto ice
  3. customA light brown precipitate formed
  4. customwas isolated by filtration
  5. stirringwith stirring
  6. waitAfter 15 min
  7. customThe layers were separated
  8. customthe organics were dried
  9. concentrationconcentrated
  10. customPurification of the residue by flash chromatography (15% ethyl acetate/hexanes)

출처 및 근거

ORD 기록
ord-cfcef51d76e14bb9b49ffe780ca6a967
출처 데이터셋
uspto-grants-2003_09
특허 번호
US06617357B2

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