2-Thiophenecarboxaldehyde → HCID 13669814, 화합물

HRID 845097노트

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HRID 845097 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 13669814HCID 13669814, 화합물수율 57.3%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b9ac4d8e3c8f41398a3315a80c51a95b
출처 데이터셋
uspto-grants-1988_07
특허 번호
US04755506

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