5-((Dimethylamino)methyl)-2-furanmethanol → HCID 178482515、化合物

HRID 1758614

反応式

HRID 1758614 の反応式
[CH3:1][NH:2][C:3]1[C:7]([NH:8][CH2:9][CH2:10][SH:11])=[N:6][S:5](=[O:13])(=[O:12])[N:4]=1.[CH3:14][N:15]([CH2:17][C:18]1[O:22][C:21]([CH2:23]O)=[CH:20][CH:19]=1)[CH3:16]>Cl>[CH3:14][N:15]([CH2:17][C:18]1[O:22][C:21]([CH2:23][S:11][CH2:10][CH2:9][NH:8][C:7]2[C:3]([NH:2][CH3:1])=[N:4][S:5](=[O:13])(=[O:12])[N:6]=2)=[CH:20][CH:19]=1)[CH3:16]

参加物

4

反応物 2

HCID 849065-((Dimethylamino)methyl)-2-furanmethanolHCID 178482512HCID 178482512、化合物

生成物 1

HCID 178482515HCID 178482515、化合物

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

実験手順

A mixture containing 3-methylamino-4-(2-mercaptoethylamino)-1,2,5-thiadiazole 1,1-dioxide (1.0 g; 4.5 mmoles) [prepared in Step A] and 5-dimethylaminomethyl-2-furanmethanol (0.82 g; 4.5 mmoles) [prepared according to the procedure in J. Chem. Soc., 4728 (1958)] in 20 ml of concentrated hydrochloric acid was stirred in an ice-water bath for 2 hours and then allowed to stand at 0° for 64 hours. The reaction mixture was stirred at ambient temperature for 23 hours, evaporated without heating under reduced pressure and the residue partitioned between water and methylene chloride. The aqueous phase was made basic with sodium bicarbonate and extracted with methylene chloride. The combined organic phase was washed with saturated brine solution, dried and evaporated under reduced pressure. The residue was placed on 25 g of silica gel and chromatographed using a gradient elution of methylene chloride-methanol. The appropriate fraction was evaporated and the product crystallized from methanol. Recrystallization from methanol yielded the title compound, mp 92°-96°.

後処理

  1. customprepared
  2. customevaporated
  3. temperaturewithout heating under reduced pressure
  4. customthe residue partitioned between water and methylene chloride
  5. extractionextracted with methylene chloride
  6. washThe combined organic phase was washed with saturated brine solution
  7. customdried
  8. customevaporated under reduced pressure
  9. customchromatographed
  10. washa gradient elution of methylene chloride-methanol
  11. customThe appropriate fraction was evaporated
  12. customthe product crystallized from methanol
  13. customRecrystallization from methanol

出典と根拠

ORDレコード
ord-b215112212734fd6a1aa9c794656612c
出典データセット
uspto-grants-1983_02
特許番号
US04374248

関連ノート

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