Ethyl 4-methyl-3-nitrobenzoate → Ethyl 1H-indazole-6-carboxylate

HRID 258261ノート

反応式

HRID 258261 の反応式
[CH3:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][C:3]=1[N+:13]([O-])=O.[N:16]([O-])=O.[Na+]>C(O)(=O)C.O>[NH:13]1[C:3]2[C:2](=[CH:12][CH:11]=[C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH:4]=2)[CH:1]=[N:16]1

参加物

5

反応物 2

HCID 14945864Ethyl 4-methyl-3-nitrobenzoateHCID 23668193Sodium Nitrite

生成物 1

HCID 19737203Ethyl 1H-indazole-6-carboxylate収率 102%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

Ethyl 4-methyl-3-nitrobenzoate (105 g) was dissolved in glacial acetic acid (4 1), followed by stirring. To the solution, a solution of sodium nitrite (32 g) in water (80 ml) was added at once at a temperature of 10° C. to 15° C., and the resultant mixture was stirred at room temperature for 3 days. After completion of the reaction, the reaction mixture was evaporated under reduced pressure to remove acetic acid. Water was added to the residue, and the precipitated crystals were collected by filtration. The collected crystals were washed with water and dried. The obtained crystals was further washed with methanol and diethyl ether, and dried to give ethyl indazol-6-yl carboxylate (90 g), m.p. 125°-126° C.

後処理

  1. customAfter completion of the reaction
  2. customthe reaction mixture was evaporated under reduced pressure
  3. customto remove acetic acid
  4. additionWater was added to the residue
  5. filtrationthe precipitated crystals were collected by filtration
  6. washThe collected crystals were washed with water
  7. customdried
  8. washThe obtained crystals was further washed with methanol and diethyl ether
  9. customdried

出典と根拠

ORDレコード
ord-4e1966ecea50402686aeb40aa4016c67
出典データセット
uspto-grants-1993_11
特許番号
US05266556

反応ノート

読み込み中…