2-Thiophenecarboxaldehyde → HCID 13669814、化合物

HRID 980036ノート

反応式

HRID 980036 の反応式
[O:1]=[C:2]([NH:16][C:17]1[CH:25]=[CH:24][CH:23]=[CH:22][C:18]=1[C:19]([OH:21])=[O:20])[CH2:3][C:4]([NH:6][C:7]1[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=1[C:9]([OH:11])=[O:10])=[O:5].[S:26]1[CH:30]=[CH:29][CH:28]=[C:27]1[CH:31]=O>N1C=CC=CC=1>[O:5]=[C:4]([NH:6][C:7]1[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=1[C:9]([OH:11])=[O:10])[C:3](=[CH:31][C:27]1[S:26][CH:30]=[CH:29][CH:28]=1)[C:2]([NH:16][C:17]1[CH:25]=[CH:24][CH:23]=[CH:22][C:18]=1[C:19]([OH:21])=[O:20])=[O:1]

参加物

4

反応物 2

HCID 73642-ThiophenecarboxaldehydeHCID 130175852,2'-[(1,3-Dioxopropane-1,3-diyl)diazanediyl]dibenzoic acid

生成物 1

HCID 13669814HCID 13669814、化合物収率 57.3%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

2,2'-[(1,3-Dioxo-1,3-propanediyl)diimino]bisbenzoic acid (1.0 g, 2.92 mmol) and 2-thiophenealdehyde (0.49 g, 4.38 mmol) were heated under reflux in dry pyridine (8 ml) for 16 hours. After removing pyridine, the mixture was treated with water, made alkaline with 10% aqueous ammonia under ice cooling, and washed with ether. The aqueous layer was made acidic with 1N.HCl under ice cooling, and the precipitated crystals were collected on filter and washed with water. The resulting solid was purified by silica gel column chromatography and the effluent containing the desired compound was collected. After removing solvent, the residue was crystallized by treating water, collected by filtration, washed with water, and dried to give the title compound (0.730 g, yield, 57%), which was recrystallized from the mixed solvent of CH3OH--H2O to give the pale yellow crystals (0.602 g). m.p.: 213°-215° C.

後処理

  1. customAfter removing pyridine
  2. additionthe mixture was treated with water
  3. washwashed with ether
  4. customHCl under ice cooling, and the precipitated crystals were collected
  5. filtrationon filter
  6. washwashed with water
  7. customThe resulting solid was purified by silica gel column chromatography
  8. additionthe effluent containing the desired compound
  9. customwas collected
  10. customAfter removing solvent
  11. customthe residue was crystallized
  12. additionby treating water
  13. filtrationcollected by filtration
  14. washwashed with water
  15. customdried

出典と根拠

ORDレコード
ord-cd6f01fe0ec74bf1924e022dd25bbf97
出典データセット
uspto-grants-1987_01
特許番号
US04634777

反応ノート

読み込み中…