Thiophenol → 2-chloro-6-thiophenylpyridine N-oxide

HRID 21695

반응식

HRID 21695 반응식
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[N+:3]=1[O-:9].[C:10]1([SH:16])[CH:15]=[CH:14][CH:13]=CC=1.[OH-].[Na+]>CS(C)=O>[Cl:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([C:13]2[S:16][CH:10]=[CH:15][CH:14]=2)[N+:3]=1[O-:9]

참가 물질

5

반응물 3

HCID 7969ThiophenolHCID 14798Sodium HydroxideHCID 8176732,6-Dichloropyridine N-Oxide

생성물 1

HCID 867487302-chloro-6-thiophenylpyridine N-oxide

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

The 1.64 g (0.010 moles) of 2,6-dichloropyridine N-oxide and 1.11 g (99%) (0.010 moles) of thiophenol was reacted with 0.400 g (0.010 moles) of ground sodium hydroxide of 16.4 ml of DMSO at 80° C. for 5 hours to give 2-chloro-6-thiophenylpyridine N-oxide. It was reacted with 1.20 g (0.030 moles) of ground sodium hydroxide at 80° C. for 2.5 hours to give 1-hydroxy-6-thiophenylpyridine-2-(1H)-one. After cooling, it was added 148 ml of water and was adjusted with 6N HCl to pH 3. The precipitate was filtered, washed with water and washed with hexanes to give 1.64 g (75%). It was recrystallized from ethanol: mp 180°-181° C.

출처 및 근거

ORD 기록
ord-dd733e1a9b8e43559d9f6fc67ca8840f
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05424435

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