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

HRID 375893

반응식

HRID 375893 반응식
[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]

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 8895Cupric acetate촉매HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-01dd962ca2fc4c3ea128f9d346a5bb17
출처 데이터셋
uspto-grants-1996_01
특허 번호
US05488055

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