6-Chloro-m-anisidine → (2-Chloro-5-methoxyphenyl)urea

HRID 1350040

반응식

HRID 1350040 반응식
[Cl:1][C:2]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][C:3]=1[NH2:4].[O-:11][C:12]#[N:13].[K+]>C(O)(=O)C.O>[Cl:1][C:2]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][C:3]=1[NH:4][C:12]([NH2:13])=[O:11]

참가 물질

5

반응물 2

HCID 754606-Chloro-m-anisidineHCID 11378442Potassium cyanate

생성물 1

HCID 21093757(2-Chloro-5-methoxyphenyl)urea수율 40%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

A solution of 2-chloro-5-methoxyaniline (5 g, 25.76 mmol) and potassium cyanate (5.22 g, 64.41 mmol) in a mixture of acetic acid (125 mL) and water (12.5 mL) was stirred at room temperature overnight. The solvent was evaporated, and the residue taken into a mixture of CH2Cl2 and an aqueous saturated solution of NaHCO3. The layers were separated, the aqueous one being extracted three times with CH2Cl2. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated. The crude material was purified by flash chromatography on silica gel (cyclohexane/EtOAc/MeOH:80/20/2) to give 2.06 g (40%) of intermediate 5.

후처리

  1. customThe solvent was evaporated
  2. additionthe residue taken into a mixture of CH2Cl2
  3. customThe layers were separated
  4. extractionthe aqueous one being extracted three times with CH2Cl2
  5. washThe combined organic layers were washed with brine
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated
  8. customThe crude material was purified by flash chromatography on silica gel (cyclohexane/EtOAc/MeOH:80/20/2)

출처 및 근거

ORD 기록
ord-ffd16b8562c640049ed46982a0884855
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07214676B2

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