Potassium Carbonate → 6-[3-(1-Cyclohexyl-1H-tetrazol-5-yl) propoxy]-2(1H)-quinolinone

HRID 1277420ノート

反応式

HRID 1277420 の反応式
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH:6]=[CH:5]2.C(=O)([O-])[O-].[K+].[K+].[CH:19]1([N:25]2[C:29]([CH2:30][CH2:31][CH2:32]Cl)=[N:28][N:27]=[N:26]2)[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1>CN(C)C=O>[CH:19]1([N:25]2[C:29]([CH2:30][CH2:31][CH2:32][O:1][C:2]3[CH:3]=[C:4]4[C:9](=[CH:10][CH:11]=3)[NH:8][C:7](=[O:12])[CH:6]=[CH:5]4)=[N:28][N:27]=[N:26]2)[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 1770652,6-DihydroxyquinolineHCID 52099225-(3-Chloropropyl)-1-cyclohexyltetrazole

生成物 1

HCID 130210946-[3-(1-Cyclohexyl-1H-tetrazol-5-yl) propoxy]-2(1H)-quinolinone収率 50.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Into 200 ml of dimethylformamide, 3.2 g of 6-hydroxycarbostyril, 3.3 g of potassium carbonate and 7.7 g of 1-cyclohexyl-5-γ-chloropropyltetrazole are added and stirred for 4 hours at 70° to 80° C. After the reaction is completed, dimethylformamide is removed by distillation under reduced pressure. The residue thus obtained is then extracted with 300 ml of chloroform and the chloroform layer is washed with a diluted NaOH aqueous solution and with water and next dried with Na2SO4. After removal of the drying agent by filtration, then the mother liquor is concentrated and the residue is recrystallized from chloroform to obtain 3.54 g of 6-[3-(1-cyclohexyltetrazol-5-yl)propoxy]carbostyril, in the form of colorless needle-like crystals. Melting point: 211° to 212° C.

後処理

  1. customdimethylformamide is removed by distillation under reduced pressure
  2. customThe residue thus obtained
  3. extractionis then extracted with 300 ml of chloroform
  4. washthe chloroform layer is washed with a diluted NaOH aqueous solution and with water
  5. dry with materialnext dried with Na2SO4
  6. customAfter removal of the drying agent
  7. filtrationby filtration
  8. concentrationthe mother liquor is concentrated
  9. customthe residue is recrystallized from chloroform

出典と根拠

ORDレコード
ord-56395523b1cb475792e61432a035cb2b
出典データセット
uspto-grants-1981_07
特許番号
US04277479

反応ノート

読み込み中…