Phenylhydrazine → 1-Phenyl-1H-pyrazole-3,5-diamine

HRID 1952746

反応式

HRID 1952746 の反応式
C(N(CC)CC)C.Cl.Cl.[C:10](=[NH:20])(OCC)[CH2:11][C:12](=[NH:16])OCC.[C:21]1([NH:27][NH2:28])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(O)C>[NH2:16][C:12]1[CH:11]=[C:10]([NH2:20])[N:27]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[N:28]=1

参加物

5

反応物 3

HCID 7516PhenylhydrazineHCID 8471TriethylamineHCID 73106Diethyl malonimidate

生成物 1

HCID 233000651-Phenyl-1H-pyrazole-3,5-diamine

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
95 °C

実験手順

Triethylamine (6 ml) was added over 5 minutes to a stirred suspension of diethyl malonimidate dihydrochloride (5 g) in ethanol (50 ml). Phenylhydrazine (2.1 ml) was added, then the mixture was stirred at ambient temperature for 4 hours and at 95° C. for 30 minutes. The solvent was removed in vacuo, and the residue was partitioned between ethyl acetate (100 ml) and water (50 ml). The organic layer was separated, washed with water (50 ml), dried (MgSO4), and the solvent was removed in vacuo. The residue was purified by flash chromatography over silica using a 19:1 mixture of dichloromethane and methanol as eluant, appropriate fractions were combined, and the solvents were removed in vacuo to give 3,5-diamino-1-phenylpyrazole as a red-brown oil (0.76 g).

後処理

  1. customThe solvent was removed in vacuo
  2. customthe residue was partitioned between ethyl acetate (100 ml) and water (50 ml)
  3. customThe organic layer was separated
  4. washwashed with water (50 ml)
  5. dry with materialdried (MgSO4)
  6. customthe solvent was removed in vacuo
  7. customThe residue was purified by flash chromatography over silica using
  8. additiona 19:1 mixture of dichloromethane and methanol as eluant
  9. customthe solvents were removed in vacuo

出典と根拠

ORDレコード
ord-bf15116550614f689ee6e98a7444f0dd
出典データセット
uspto-grants-2000_09
特許番号
US06114334

関連ノート

読み込み中…