Dimethylformamide → N-(1-ethylpyrazol-5-yl)-4-nitroanthranilic acid

HRID 375865

反応式

HRID 375865 の反応式
Cl[C:2]1[CH:10]=[C:9]([N+:11]([O-:13])=[O:12])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[NH2:14][C:15]1[N:19]([CH2:20][CH3:21])[N:18]=[CH:17][CH:16]=1.CN(C=O)C.C([O-])([O-])=O.[K+].[K+]>CC([O-])=O.CC([O-])=O.[Cu+2].O.C(O)(=O)C>[CH2:20]([N:19]1[C:15]([NH:14][C:2]2[C:3](=[CH:7][CH:8]=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=2)[C:4]([OH:6])=[O:5])=[CH:16][CH:17]=[N:18]1)[CH3:21]

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 74482-Chloro-4-nitrobenzoic acidHCID 11430Potassium CarbonateHCID 3373101-Ethyl-1H-pyrazol-5-amine

生成物 1

HCID 21217705N-(1-ethylpyrazol-5-yl)-4-nitroanthranilic acid収率 63.3%

試薬・触媒・溶媒 2

HCID 165397Cupric acetate monohydrate触媒HCID 176Acetic Acid溶媒

実験手順

A mixture of 2-chloro-4-nitrobenzoic acid (4.03 g, 0.02 mol), 5-amino-1-ethylpyrazole (2.22 g, 0.02 mol), DMF (25 ml), K2CO3 (2.76 g, 0.02 mol) and Cu(OAc)2.H2O (0.5 g) was refluxed for 24 hours. The reaction mixture was cooled to room temperature, poured into ice-water and then acidified with acetic acid to a pH of 5. A solid formed which was collected by filtration and dried to afford 3.5 g (63%) of N-(1-ethylpyrazol-5-yl)-4-nitroanthranilic acid.

後処理

  1. temperaturewas refluxed for 24 hours
  2. customA solid formed which
  3. filtrationwas collected by filtration
  4. customdried

出典と根拠

ORDレコード
ord-ba8f3ffd56584595a660795c7f7173aa
出典データセット
uspto-grants-1996_01
特許番号
US05488055

関連ノート

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