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

HRID 977051ノート

反応式

HRID 977051 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-8124db013ba54fde88c813f2820e9194
出典データセット
uspto-grants-1997_03
特許番号
US05614469

反応ノート

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