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

HRID 544475노트

반응식

HRID 544475 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7731897781ef4f7891f1857e8d858771
출처 데이터셋
uspto-grants-1984_05
특허 번호
US04450164

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