2-Furancarboxylic acid → HCID 53466685, 화합물

HRID 532501

반응식

HRID 532501 반응식
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([OH:8])=O.S(Cl)(Cl)=O.[N:13]1[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][N:14]=1.C(N(CC)CC)C>C1(C)C=CC=CC=1.CN(C)C=O.ClCCl>[N:13]1[CH:18]=[CH:17][C:16]([NH:19][C:6]([C:2]2[O:1][CH:5]=[CH:4][CH:3]=2)=[O:8])=[CH:15][N:14]=1

참가 물질

8

반응물 4

HCID 69192-Furancarboxylic acidHCID 8471TriethylamineHCID 24386Thionyl ChlorideHCID 2984924-Aminopyridazine

생성물 1

HCID 53466685HCID 53466685, 화합물수율 56.4%

시약·촉매·용매 3

HCID 6228Dimethylformamide촉매HCID 1140Toluene용매HCID 6344Dichloromethane용매

반응 조건

온도
80 °C

실험 절차

2.00 g (17.8 mmol) of furan-2-carboxylic acid were suspended in 25 mL of toluene and one drop of dimethylformamide was added to the mixture. 1.95 ml of thionylchloride (26.8 mmol) were added at room temperature and the reaction mixture was stirred at 80° C. for two hours. After removal of the solvent, toluene was added and the evaporation was repeated. The obtained residue was then dissolved in 5 ml of dichloromethane and the solution was added dropwise to a solution containing 1.70 g of pyridazin-4-yl-amine (17.8 mmol) and 2.73 ml of triethyl amine (19.6 mmol) in 20 ml of dichloromethane. The mixture was stirred at room temperature for 2 days and washed twice with water. The organic layer was dried over Na2SO4, filtered and the solvent was removed under vacuum to give the title compound as a brown solid (1.9 g, 54%, 95% purity).

후처리

  1. customAfter removal of the solvent, toluene
  2. additionwas added
  3. customthe evaporation
  4. dissolutionThe obtained residue was then dissolved in 5 ml of dichloromethane
  5. additionthe solution was added dropwise to a solution
  6. stirringThe mixture was stirred at room temperature for 2 days
  7. washwashed twice with water
  8. dry with materialThe organic layer was dried over Na2SO4
  9. filtrationfiltered
  10. customthe solvent was removed under vacuum

출처 및 근거

ORD 기록
ord-9e73f97379574813b8ff767d2c420869
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08853214B2

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