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

HRID 1898825노트

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HRID 1898825 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 2762510Methyl 3-amino-2-chloroisonicotinate

시약·촉매·용매 1

HCID 31373Tetrachloroethylene용매

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온도
80 °C

실험 절차

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 obtain 6.7 g (30 percent of theory) of the title compound as a colorless solid melting at 91°-92° C.

후처리

  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

출처 및 근거

ORD 기록
ord-4861a931476f42a0bd7673cc9b98a181
출처 데이터셋
uspto-grants-1996_11
특허 번호
US05571775

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