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

HRID 1350040

反応式

HRID 1350040 の反応式
[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]

参加物

5

反応物 2

HCID 754606-Chloro-m-anisidineHCID 11378442Potassium cyanate

生成物 1

HCID 21093757(2-Chloro-5-methoxyphenyl)urea収率 40%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-ffd16b8562c640049ed46982a0884855
出典データセット
uspto-grants-2007_05
特許番号
US07214676B2

関連ノート

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