Thionyl Chloride → 8-(Chloromethyl)-2-methylimidazo[1,2-a]pyridine

HRID 544475ノート

反応式

HRID 544475 の反応式
[CH3:1][C:2]1[N:3]=[C:4]2[C:9]([CH2:10]O)=[CH:8][CH:7]=[CH:6][N:5]2[CH:12]=1.S(Cl)([Cl:15])=O>ClCCl>[CH3:1][C:2]1[N:3]=[C:4]2[C:9]([CH2:10][Cl:15])=[CH:8][CH:7]=[CH:6][N:5]2[CH:12]=1

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 139003302-Methylimidazo[1,2-a]pyridine-8-methanol

生成物 1

HCID 139003318-(Chloromethyl)-2-methylimidazo[1,2-a]pyridine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

2-Methyl-8-hydroxymethylimidazo[1,2-a]pyridine 21.4 g (0.13 mol) is dissolved in 400 ml dichloromethane. To the solution at 0° C. is added dropwise with stirring 19 ml of thionyl chloride. The reaction mixture is stirred for one hour and the dichloromethane is removed under reduced pressure. The residue is dissolved in distilled water, neutralizedat 0° C. with ammonium hydroxide and extracted with dichloromethane.The extracts are combined and dried over anhydrous sodium sulfate. Following filtration, the dichloromethane is removed under reduced pressure to give 2-methyl-8-chloromethylimidazo[1,2-a]pyridine, mp. 110°-112° C.

後処理

  1. additionTo the solution at 0° C. is added dropwise
  2. customthe dichloromethane is removed under reduced pressure
  3. dissolutionThe residue is dissolved in distilled water, neutralizedat 0° C. with ammonium hydroxide
  4. extractionextracted with dichloromethane
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltration
  7. customthe dichloromethane is removed under reduced pressure

出典と根拠

ORDレコード
ord-7731897781ef4f7891f1857e8d858771
出典データセット
uspto-grants-1984_05
特許番号
US04450164

反応ノート

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