Potassium Carbonate → N-(1-ethylpyrazol-5-yl)-4-methoxyanthranilic acid

HRID 613271ノート

反応式

HRID 613271 の反応式
C([O-])([O-])=O.[K+].[K+].I[C:8]1[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[CH:13][C:9]=1[C:10]([OH:12])=[O:11].[NH2:19][C:20]1[N:24]([CH2:25][CH3:26])[N:23]=[CH:22][CH:21]=1>O.[Cu]>[CH2:25]([N:24]1[C:20]([NH:19][C:8]2[C:9](=[CH:13][CH:14]=[C:15]([O:17][CH3:18])[CH:16]=2)[C:10]([OH:12])=[O:11])=[CH:21][CH:22]=[N:23]1)[CH3:26]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 3373101-Ethyl-1H-pyrazol-5-amineHCID 128221822-Iodo-4-methoxybenzoic acid

生成物 1

HCID 19592233N-(1-ethylpyrazol-5-yl)-4-methoxyanthranilic acid収率 56.2%

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 962Water溶媒2 回

実験手順

K2CO3 (13.94 g, 0.101 mol) was dissolved in water (67 ml) and then 2-iodo-4-methoxybenzoic acid (25.3 g, 0.091 mol) was added, followed by 5-amino-1-ethylpyrazole (11.2 g, 0.101 mol) and finally copper (2.7 g). The reaction mixture was refluxed for 20 hours, cooled to room temperature and then water (350 ml) was added and the mixture was refluxed for 0.75 hours. The reaction mixture was cooled, and the product was collected by filtration, recrystallized from ethanol, and dried in an oven at 40° C. to afford 13.37 g (56%) of N-(1-ethylpyrazol-5-yl)-4-methoxyanthranilic acid, m.p. 130-135° C.

後処理

  1. temperatureThe reaction mixture was refluxed for 20 hours
  2. temperaturethe mixture was refluxed for 0.75 hours
  3. temperatureThe reaction mixture was cooled
  4. filtrationthe product was collected by filtration
  5. customrecrystallized from ethanol
  6. customdried in an oven at 40° C.

出典と根拠

ORDレコード
ord-ea97179b343841439cc12b780ca0b188
出典データセット
uspto-grants-1999_12
特許番号
US06008226

反応ノート

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