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

HRID 375893

反応式

HRID 375893 の反応式
[NH2:1][C:2]1[N:6]([CH2:7][CH3:8])[N:5]=[CH:4][CH:3]=1.Br[C:10]1[CH:18]=[C:17]([O:19][CH3:20])[C:16]([O:21][CH3:22])=[CH:15][C:11]=1[C:12]([OH:14])=[O:13].C([O-])([O-])=O.[K+].[K+].CN(C=O)C>CC([O-])=O.CC([O-])=O.[Cu+2].C(O)(=O)C.O>[CH2:7]([N:6]1[C:2]([NH:1][C:10]2[C:11](=[CH:15][C:16]([O:21][CH3:22])=[C:17]([O:19][CH3:20])[CH:18]=2)[C:12]([OH:14])=[O:13])=[CH:3][CH:4]=[N:5]1)[CH3:8]

参加物

8

反応物 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 2229632-Bromo-4,5-dimethoxybenzoic acidHCID 3373101-Ethyl-1H-pyrazol-5-amine

生成物 1

HCID 21217688N-(1-ethylpyrazol-5-yl)-4,5-dimethoxyanthranilic acid収率 97.6%

試薬・触媒・溶媒 3

HCID 8895Cupric acetate触媒HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

A mixture of 5-amino-1-ethylpyrazole (5.0 g, 45 mmol), 2-bromo-4,5-dimethoxybenzoic acid (11.76 g, 45 mmol), K2CO3 (6.21 g, 45 mmol), Cu(OAc)2 (0.8 g, 400 mmol) and DMF (125 ml) was refluxed overnight. The reaction mixture was cooled, poured into water and acidified with acetic acid. The resulting solid was collected by filtration and dried to afford 12.8 g (97%) of N-(1-ethylpyrazol-5-yl)-4,5-dimethoxyanthranilic acid.

後処理

  1. temperaturewas refluxed overnight
  2. temperatureThe reaction mixture was cooled
  3. filtrationThe resulting solid was collected by filtration
  4. customdried

出典と根拠

ORDレコード
ord-01dd962ca2fc4c3ea128f9d346a5bb17
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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