2,3-Dimethylaniline → 2,3-Dimethyl-(1-thiaethyl)-benzene

HRID 49684

反応式

HRID 49684 の反応式
N(OC(C)(C)C)=O.[CH3:8][C:9]1[C:15]([CH3:16])=[CH:14][CH:13]=[CH:12][C:10]=1N.[CH3:17][S:18]SC>[Cu]>[CH3:8][C:9]1[C:15]([CH3:16])=[CH:14][CH:13]=[CH:12][C:10]=1[S:18][CH3:17]

参加物

5

反応物 3

HCID 68932,3-DimethylanilineHCID 10906Tert-Butyl nitriteHCID 12232Dimethyl Disulfide2 回

生成物 1

HCID 214853032,3-Dimethyl-(1-thiaethyl)-benzene

試薬・触媒・溶媒 1

HCID 23978Copper触媒

反応条件

温度
77.5 °C

実験手順

355 g (3.44 mol) of tert-butyl nitrite and 250 g of copper powder (3.9 mol) are initially charged in 1250 ml of dimethyl disulfide, and a solution of 250 g (2.07 mol) of 2,3-dimethylaniline in 1000 ml of dimethyl disulfide is added dropwise at 50-52° C. The mixture is subsequently stirred at 75-80° C. for 1.5 hours. For work-up, the mixture is cooled, filtered off with suction through kieselguhr, and the filtrate is washed with saturated aqueous NaHCO3 solution. For the purification of the product, the organic phase is separated by distillation. Initially, excess dimethyl disulfide is removed at atmospheric pressure. 1446 g of dimethyl disulfide (purity>97% according to GC) are recovered. The residue is then subjected to fractional distillation under reduced pressure (0.1 mbar).

後処理

  1. temperatureFor work-up, the mixture is cooled
  2. filtrationfiltered off with suction through kieselguhr
  3. washthe filtrate is washed with saturated aqueous NaHCO3 solution
  4. customFor the purification of the product
  5. customthe organic phase is separated by distillation
  6. customInitially, excess dimethyl disulfide is removed at atmospheric pressure
  7. custom1446 g of dimethyl disulfide (purity>97% according to GC) are recovered
  8. distillationThe residue is then subjected to fractional distillation under reduced pressure (0.1 mbar)

出典と根拠

ORDレコード
ord-f14d107e81204a399d3161868f91fb0d
出典データセット
uspto-grants-2004_03
特許番号
US06706886B2

関連ノート

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