4-Chlorobenzoic Acid → HCID 178477971, Verbindung
Reaktionsgleichung
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[CH:4][N:3]=1.[Cl:9][C:10]1[CH:18]=[CH:17][C:13]([C:14](O)=O)=[CH:12][CH:11]=1.[OH-].[NH4+].[OH-].[Na+]>>[Cl:9][C:10]1[CH:18]=[CH:17][C:13]([C:14]2[NH:1][C:2]3=[N:3][CH:4]=[CH:5][CH:6]=[C:7]3[N:8]=2)=[CH:12][CH:11]=1Komponenten
Reaktionsbedingungen
- Temperatur
- 180 °C
Versuchsvorschrift
A mixture of 2,3-diaminopyridine (10.9 g, 0.1 mole), p-chlorobenzoic acid (16.0 g, 0.102 mole), and 150 g of polyphosphoric acid was heated at 180° C. in an oil bath for 31/2 hr. The reaction mixture was neutralized with concentrated ammonium hydroxide and basified with sodium hydroxide. The precipitate was filtered and washed with water. The solid was treated with dilute sodium hydroxide, filtered, washed with water, and dried under high vacuum at 60° C. overnight. A 3-g sample was dissolved in hot methanol, and the solution was treated with 3 g of charcoal, and filtered through a Celite pad. The product crystallized from the filtrate upon cooling. The precipitate was filtered, washed with methanol-water (2:1), and dried under high vacuum at 70° C. to give 1.0 g of the title compound, mp 305°-8° C. with sublimation.
Aufarbeitung
- filtrationThe precipitate was filtered
- washwashed with water
- additionThe solid was treated with dilute sodium hydroxide
- filtrationfiltered
- washwashed with water
- customdried under high vacuum at 60° C. overnight
- dissolutionA 3-g sample was dissolved in hot methanol
- additionthe solution was treated with 3 g of charcoal
- filtrationfiltered through a Celite pad
- customThe product crystallized from the filtrate
- temperatureupon cooling
- filtrationThe precipitate was filtered
- washwashed with methanol-water (2:1)
- customdried under high vacuum at 70° C.
Quellen und Nachweise
- ORD-Eintrag
- ord-1446375c2a3947c5853a35fe15b6383a
- Quelldatensatz
- uspto-grants-1988_09
- Patentnummer
- US04772600
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