Hydrogen Peroxide → 2,5-Dichloropyridine-4-carbonitrile

HRID 963293노트

반응식

HRID 963293 반응식
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[C:8]#[N:9].OO.[Cl:12]C1C=CC=C(C(O[O-])=O)C=1.P(Cl)(Cl)([Cl:25])=O>>[C:8]([C:7]1[CH:6]=[CH:5][N:4]=[C:3]([Cl:12])[C:2]=1[Cl:1])#[N:9].[C:8]([C:7]1[C:2]([Cl:1])=[CH:3][N:4]=[C:5]([Cl:25])[CH:6]=1)#[N:9]

참가 물질

6

반응물 4

HCID 784Hydrogen PeroxideHCID 24813Phosphorus oxychlorideHCID 106783063-Chloropyridine-4-carbonitrileHCID 14904487m-Chloroperbenzoate

생성물 2

HCID 135602102,5-Dichloropyridine-4-carbonitrileHCID 190820712,3-Dichloroisonicotinonitrile

실험 절차

3-chloro-4-cyanopyridine is converted to N-oxide by means of an oxidizing agent such as hydrogen peroxide or m-chloroperbenzoate, and phosphorus oxychloride is reacted thereto to obtain 4-cyano-2,3-dichloropyridine and 4-cyano-2,5-dichloropyridine. These compounds can be separated by column chromatography. The separated compounds are respectively hydrolyzed under an alkaline condition or an acidic condition to obtain the respective carboxylic acids, which are then subjected to Curtius rearrangement and then treated with trifluoroacetic acid to obtain 4-amino-2,3-dichloro-pyridine and 4-amino-2,5-dichloropyridine,

후처리

  1. customis reacted

출처 및 근거

ORD 기록
ord-bea03edf1f964a9d90110b57046e56da
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05763463

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