Dimethylformamide → HCID 22966909, 화합물

HRID 1384855노트

반응식

HRID 1384855 반응식
[N:1]([CH2:4][CH2:5][CH3:6])=[C:2]=[S:3].CN(C)C=O.[NH2:12][C:13]1[S:14][CH:15]=[CH:16][C:17]=1[C:18]([O:20][CH3:21])=[O:19]>O>[CH2:4]([NH:1][C:2](=[S:3])[NH:12][C:13]1[S:14][CH:15]=[CH:16][C:17]=1[C:18]([O:20][CH3:21])=[O:19])[CH2:5][CH3:6]

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 69403Propyl IsothiocyanateHCID 78381Methyl 2-amino-3-thenoate

생성물 1

HCID 22966909HCID 22966909, 화합물수율 40.7%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
132.5 °C

실험 절차

In a sulfonation flask, 2.02 g (0.02 mol) of 1-isothiocynatopropane are added dropwise to 30 ml dimethylformamide and 3.0 g (0.019 mol) of methyl 2-aminothiophene-3-carboxylate. The reaction mixture is then stirred at 130-135° C. for 12 hours and after cooling added to 120 ml of water. The resulting mixture is then extracted three times with ethylacetate and the separeted organic phase dried over sodium sulfate. The solvent is then removed in a water-jet vacuum, giving the crude product as a dark oil, which is purified by column chromatography over silica gel (eluant: tert.butylmethylether/hexane=2:3). 2.0 g of methyl 2-(3-propylthioureido)thiophene-3-carboxylate are obtained in the form of a yellow powder having a melting point of 122-124° C.

후처리

  1. temperatureafter cooling
  2. extractionThe resulting mixture is then extracted three times with ethylacetate
  3. dry with materialthe separeted organic phase dried over sodium sulfate
  4. customThe solvent is then removed in a water-jet vacuum
  5. customgiving the crude product as a dark oil, which
  6. customis purified by column chromatography over silica gel (eluant: tert.butylmethylether/hexane=2:3)

출처 및 근거

ORD 기록
ord-68eeb32147494b3bad33dbac80d92186
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06262058B1

반응 노트

불러오는 중…