Ethyl Acetate → 5-chloro-2-[3-(2-phthalimidoacetamidomethyl)-5-methyl-4H-1,2,4-triazol-4-yl]-benzophenone

HRID 25937

Reaktionsgleichung

Reaktionsgleichung von HRID 25937
[C:1]1(=[O:15])[N:5]([CH2:6][C:7](Cl)=[O:8])[C:4](=[O:10])[C:3]2=[CH:11][CH:12]=[CH:13][CH:14]=[C:2]12.Br.Br.[Cl:18][C:19]1[CH:20]=[CH:21][C:22]([N:33]2[C:37]([CH3:38])=[N:36][N:35]=[C:34]2[CH2:39][NH2:40])=[C:23]([CH:32]=1)[C:24]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:25].C(=O)(O)[O-].[Na+].C(OCC)(=O)C>C1C=CC=CC=1.CN(C)C=O>[Cl:18][C:19]1[CH:20]=[CH:21][C:22]([N:33]2[C:37]([CH3:38])=[N:36][N:35]=[C:34]2[CH2:39][NH:40][C:7](=[O:8])[CH2:6][N:5]2[C:4](=[O:10])[C:3]3=[CH:11][CH:12]=[CH:13][CH:14]=[C:2]3[C:1]2=[O:15])=[C:23]([CH:32]=1)[C:24]([C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)=[O:25]

Komponenten

7

Edukt 4

HCID 8857Ethyl AcetateHCID 812422H-Isoindole-2-acetyl chloride, 1,3-dihydro-1,3-dioxo-HCID 516892Sodium BicarbonateHCID 213257365-chloro-2-(3-aminomethyl-5-methyl-4H-1,2,4-triazol-4-yl)-benzophenone dihydrobromide

Produkt 1

HCID 155678715-chloro-2-[3-(2-phthalimidoacetamidomethyl)-5-methyl-4H-1,2,4-triazol-4-yl]-benzophenoneAusbeute 69,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 241BenzeneLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 2-phthalimidoacetyl chloride (1.5 g) in benzene (20 ml) and dimethylformamide (10 ml), 5-chloro-2-(3-aminomethyl-5-methyl-4H-1,2,4-triazol-4-yl)-benzophenone dihydrobromide (2.3 g) is added under ice cooling and stirring, and the temperature within the flask is gradually returned to room temperature. The reaction mixture is allowed to stand at room temperature, neutralized with saturated aqueous sodium bicarbonate, and shaken with ethyl acetate. The precipitated crystals are filtered, washed with methanol and dried to give 5-chloro-2-[3-(2-phthalimidoacetamidomethyl)-5-methyl-4H-1,2,4-triazol-4-yl]-benzophenone (1.68 g) as crystals melting at 251°-253° C.

Aufarbeitung

  1. customis gradually returned to room temperature
  2. customto stand at room temperature
  3. filtrationThe precipitated crystals are filtered
  4. washwashed with methanol
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-fa5c1e1f50024435931f8a587a320208
Quelldatensatz
uspto-grants-1979_04
Patentnummer
US04147700

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