2-Furancarboxylic acid → HCID 53466685、化合物

HRID 532501

反応式

HRID 532501 の反応式
[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

参加物

8

反応物 4

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

生成物 1

HCID 53466685HCID 53466685、化合物収率 56.4%

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide触媒HCID 1140Toluene溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
80 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-9e73f97379574813b8ff767d2c420869
出典データセット
uspto-grants-2014_10
特許番号
US08853214B2

関連ノート

読み込み中…