3-Amino-4-hydroxybenzoic acid → 2-(4-Carbomethoxyphenyl)-5-carboxybenzoxazole

HRID 2419531Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2419531
[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7]([C:10](Cl)(Cl)Cl)=[CH:6][CH:5]=1.[NH2:15][C:16]1[CH:17]=[C:18]([CH:22]=[CH:23][C:24]=1[OH:25])[C:19]([OH:21])=[O:20]>>[C:3]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[O:25][C:24]3[CH:23]=[CH:22][C:18]([C:19]([OH:21])=[O:20])=[CH:17][C:16]=3[N:15]=2)=[CH:6][CH:5]=1)([O:2][CH3:1])=[O:14]

Komponenten

3

Edukt 2

HCID 650833-Amino-4-hydroxybenzoic acidHCID 84661Methyl 4-(trichloromethyl)benzoate

Produkt 1

HCID 203138222-(4-Carbomethoxyphenyl)-5-carboxybenzoxazole

Reaktionsbedingungen

Temperatur
200 °C

Versuchsvorschrift

In the apparatus described in Example 1, 12.7 g of 4-trichloromethylbenzoic acid methyl ester (0.05 mol) and 7.5 g of 3-amino-4-hydroxybenzoic acid (0.05 mol) were mixed and heated for 6 hours at 200° C. The reaction product after grinding in a mortar was extracted twice with 100 ml of CHCl3 and then, after drying, twice with 100 ml of water. 9.2 g of raw product remained, melting at 275° to 284° C (62% of the theory). After two recrystallizations with dimethyl formamide plus active charcoal and dimethylsulfoxide, the melting point was 291° to 293° C.

Aufarbeitung

  1. additionwere mixed
  2. customThe reaction product after grinding in a mortar
  3. extractionwas extracted twice with 100 ml of CHCl3
  4. dry with materialafter drying, twice with 100 ml of water
  5. customAfter two recrystallizations with dimethyl formamide plus active charcoal and dimethylsulfoxide

Quellen und Nachweise

ORD-Eintrag
ord-bf3bc6f118534e35b09056df7eca003b
Quelldatensatz
uspto-grants-1978_08
Patentnummer
US04107169

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