Benzyl Chloride → 1-Benzyl-2-[2-(4methylpiperazin-1-yl) ethylthio]benzimidazole

HRID 703501ノート

反応式

HRID 703501 の反応式
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][S:10][C:11]2[NH:12][C:13]3[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=3[N:15]=2)[CH2:4][CH2:3]1.[CH2:20](Cl)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[OH-].[Na+]>>[CH2:20]([N:15]1[C:14]2[CH:16]=[CH:17][CH:18]=[CH:19][C:13]=2[N:12]=[C:11]1[S:10][CH2:9][CH2:8][N:5]1[CH2:4][CH2:3][N:2]([CH3:1])[CH2:7][CH2:6]1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

参加物

4

反応物 3

HCID 7503Benzyl ChlorideHCID 14798Sodium HydroxideHCID 221503952-[2-(4-Methylpiperazin-1-yl)ethylthio] benzimidazole

生成物 1

HCID 231295371-Benzyl-2-[2-(4methylpiperazin-1-yl) ethylthio]benzimidazole

実験手順

Grams 2 2-[2-(4-methylpiperazin-1-yl)ethylthio] benzimidazole, 0.86 ml benzyl chloride, a 3.5 g aqueous solution containing 1.16 g NaOH and 7.5 ml N,N-dimethylformanide were refluxed for 6 hours, then the solid precipitate was filtered off, and the limpid solution was evaporated almost to dryness. The obtained residue was dissolved in chloroform and water and the extraction was carried out three times; the organic phase was washed, made anhydrous and then evaporated to dryness. The obtained residue was chromatographed on a column eluting with chloroform, methyl alcohol, cyclohexane, ammonium hydroxide (65:15:15:0.1). The fractions, which contained the compound, were evaporated to dryness and the residue which was taken up with boiling petroleum ether (80°-φ° C.) and separated from the insoluble oil, gave, on cooling 0.3 g 1-benzyl-2-[2-4- methylpiperazin-1-ethylthio]benzimidazole melting at 122°-125° C.

後処理

  1. temperaturewere refluxed for 6 hours
  2. filtrationthe solid precipitate was filtered off
  3. customthe limpid solution was evaporated almost to dryness
  4. dissolutionThe obtained residue was dissolved in chloroform
  5. extractionwater and the extraction
  6. washthe organic phase was washed
  7. customevaporated to dryness
  8. customThe obtained residue was chromatographed on a column
  9. washeluting with chloroform, methyl alcohol, cyclohexane, ammonium hydroxide (65:15:15:0.1)
  10. customwere evaporated to dryness
  11. customwas taken up with boiling petroleum ether (80°-φ° C.)
  12. customseparated from the insoluble oil
  13. customgave

出典と根拠

ORDレコード
ord-3713bcd3ada74ae68708491e696a33e4
出典データセット
uspto-grants-1991_01
特許番号
US04983620

反応ノート

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