Methyl iodide → HCID 22288810, 화합물

HRID 2119575노트

반응식

HRID 2119575 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[NH:9][C:10]([NH:12][C:13]1[C:18]([Cl:19])=[CH:17][CH:16]=[CH:15][C:14]=1[Cl:20])=S.CI>C(O)C>[ClH:19].[Cl:20][C:14]1[CH:15]=[CH:16][CH:17]=[C:18]([Cl:19])[C:13]=1[NH:12][C:10]1[NH:9][C:3]2[CH:4]=[C:5]([F:8])[CH:6]=[CH:7][C:2]=2[N:1]=1

참가 물질

4

반응물 2

HCID 6328Methyl iodideHCID 22288818N-(2-Amino-5-fluorophenyl)-N′-(2,6-dichlorophenyl)thiourea

생성물 1

HCID 22288810HCID 22288810, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

1-(2-Amino-5-fluorophenyl)-3-(2,6-dichlorophenyl)-thiourea was dissolved in ethanol and treated with 8 equivalents of methyl iodide. The mixture was heated to reflux for 6 h. The solvent was distilled off, the residue was treated with water, then the mixture was rendered weakly alkaline by addition of saturated aqueous sodium hydrogencarbonate solution, and extracted. After distilling off the solvent, the residue was purified by column chromatography on silica gel using a mixture of methylene chloride and methanol (10:1). After distilling off the solvent under reduced pressure, the residue was dissolved using EA, and the solution was treated with excess ethereal hydrochloric acid. The mixture was stirred at RT for approximately 30 minutes, and the crystalline substance was filtered off and recrystallized from a mixture of EA and ethanol. Colorless crystalline product, m.p.: 294-296 ° C.

후처리

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 6 h
  3. distillationThe solvent was distilled off
  4. additionthe residue was treated with water
  5. additionby addition of saturated aqueous sodium hydrogencarbonate solution
  6. extractionextracted
  7. distillationAfter distilling off the solvent
  8. customthe residue was purified by column chromatography on silica gel using
  9. additiona mixture of methylene chloride and methanol (10:1)
  10. distillationAfter distilling off the solvent under reduced pressure
  11. dissolutionthe residue was dissolved
  12. additionthe solution was treated with excess ethereal hydrochloric acid
  13. filtrationthe crystalline substance was filtered off
  14. customrecrystallized from a mixture of EA and ethanol

출처 및 근거

ORD 기록
ord-816c4b52f4f940d184ad53fdafbda8ba
출처 데이터셋
uspto-grants-2004_02
특허 번호
US06686384B2

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