1,3-Dichloro-5,5-dimethylhydantoin → Methyl 3-amino-2-chloroisonicotinate

HRID 2211004ノート

反応式

HRID 2211004 の反応式
[NH2:1][C:2]1[CH:11]=[N:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[Cl:12]N1C(C)(C)C(=O)N(Cl)C1=O>ClC(Cl)=C(Cl)Cl>[NH2:1][C:2]1[C:11]([Cl:12])=[N:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]

参加物

4

反応物 2

HCID 83601,3-Dichloro-5,5-dimethylhydantoinHCID 1488824Methyl 3-aminopyridine-4-carboxylate

生成物 1

HCID 2762510Methyl 3-amino-2-chloroisonicotinate

試薬・触媒・溶媒 1

HCID 31373Tetrachloroethylene溶媒

反応条件

温度
80 °C

実験手順

A mixture of 18 g (118 mmol) of methyl 3-aminoisonicotinate and 12 g (60 mmol) of 1,3-dichloro-5,5-dimethylhydantoin in 1500 mL of tetrachloroethylene was warmed slowly to 80° C. with stirring and held there for 3 hours. The solution was then cooled, filtered, washed with dilute aqueous sodium bicarbonate, dried over magnesium sulfate, filtered, and concentrated by evaporation under reduced pressure to obtain a dark oil. This oil was purified by careful column chromatography to give 6.7 g (30 percent of theory) of the title compound as a colorless solid melting at 91°-92° C.

後処理

  1. temperatureThe solution was then cooled
  2. filtrationfiltered
  3. washwashed with dilute aqueous sodium bicarbonate
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated by evaporation under reduced pressure
  7. customto obtain a dark oil
  8. customThis oil was purified by careful column chromatography

出典と根拠

ORDレコード
ord-ee0683effdb7440db263893b06dafd16
出典データセット
uspto-grants-1995_10
特許番号
US05461161

反応ノート

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