Hydrazine hydrate (1:1) → Diethyl 4-[2-(4-aminobutoxy)-5-nitrophenyl]-2-ethyl-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

HRID 4661ノート

反応式

HRID 4661 の反応式
[CH2:1]([C:3]1[NH:4][C:5]([CH3:44])=[C:6]([C:39]([O:41][CH2:42][CH3:43])=[O:40])[CH:7]([C:14]2[CH:19]=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:16][C:15]=2[O:23][CH2:24][CH2:25][CH2:26][CH2:27][N:28]2C(=O)C3=CC=CC=C3C2=O)[C:8]=1[C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH3:2].O.NN>C(O)C>[NH2:28][CH2:27][CH2:26][CH2:25][CH2:24][O:23][C:15]1[CH:16]=[CH:17][C:18]([N+:20]([O-:22])=[O:21])=[CH:19][C:14]=1[CH:7]1[C:6]([C:39]([O:41][CH2:42][CH3:43])=[O:40])=[C:5]([CH3:44])[NH:4][C:3]([CH2:1][CH3:2])=[C:8]1[C:9]([O:11][CH2:12][CH3:13])=[O:10]

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 20151538Diethyl 2-ethyl-4-[2-(4-phthalimidobutoxy)-5-nitrophenyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

生成物 1

HCID 14050495Diethyl 4-[2-(4-aminobutoxy)-5-nitrophenyl]-2-ethyl-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate収率 65.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 12.4 g of diethyl 2-ethyl-4-[2-(4-phthalimidobutoxy)-5-nitrophenyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate and 10.4 g of hydrazine monohydrate in 270 ml of 95% ethanol (water: 5%) was refluxed under heating for 10 hours. After cooling the reaction solution, the solution was concentrated under reduced pressure, and the residue was extracted with chloroform. The extract was washed with water, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. Crude crystals thus obtained were recrystallized from chloroform-ether to give 6.4 g of diethyl 4-[2-(4-aminobutoxy)-5-nitrophenyl]-2-ethyl-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate.

後処理

  1. temperatureunder heating for 10 hours
  2. temperatureAfter cooling the reaction solution
  3. concentrationthe solution was concentrated under reduced pressure
  4. extractionthe residue was extracted with chloroform
  5. washThe extract was washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customCrude crystals thus obtained
  9. customwere recrystallized from chloroform-ether

出典と根拠

ORDレコード
ord-ae47bef14953469995ecbc681d8031ce
出典データセット
uspto-grants-1988_02
特許番号
US04727082

反応ノート

読み込み中…