1H-Indole, 1-ethyl-2-methyl- → 2-(1-Ethyl-2-methyl-1H-indole-3-carbonyl)-5-nitrobenzoic acid

HRID 1449085Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1449085
[N+:1]([C:4]1[CH:5]=[C:6]2[C:11](=[O:12])[O:10][C:8](=[O:9])[C:7]2=[CH:13][CH:14]=1)([O-:3])=[O:2].[CH2:15]([N:17]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:19]=[C:18]1[CH3:26])[CH3:16]>C(Cl)CCl>[CH2:15]([N:17]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:19]([C:8]([C:7]2[CH:13]=[CH:14][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][C:6]=2[C:11]([OH:10])=[O:12])=[O:9])=[C:18]1[CH3:26])[CH3:16]

Komponenten

4

Edukt 2

HCID 1704321H-Indole, 1-ethyl-2-methyl-HCID 2309764-Nitrophthalic acid anhydride

Produkt 1

HCID 205235612-(1-Ethyl-2-methyl-1H-indole-3-carbonyl)-5-nitrobenzoic acidAusbeute 57,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel

Versuchsvorschrift

A solution of 67.2 g (0.4 mole) of 4-nitrophthalic anhydride and 63.0 g (0.32 mole) of 80.6 percent active 1-ethyl-2-methylindole in 50 ml of ethylene dichloride was heated at reflux for two hours. The reaction mixture was then allowed to cool to room temperature. The yellow precipitate which separated was collected by filtration, washed with fresh ethylene dichloride and dried to obtain 64.5 g of 2-[(1-ethyl-2-methyl-3-indolyl)carbonyl]-5-nitrobenzoic acid (Formula VIII: R°=R2 =R3 =Y1 =H; R1 =NO2 ; R5 =CH3 ; R6 =CH2CH3) having a meltingpoint of 203°-204° C.

Aufarbeitung

  1. temperatureat reflux for two hours
  2. customThe yellow precipitate which separated
  3. filtrationwas collected by filtration
  4. washwashed with fresh ethylene dichloride
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-cde461e3f716496e8b03f503e9fda80b
Quelldatensatz
uspto-grants-1980_02
Patentnummer
US04189171

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