Hydrochloric Acid → 5-{[(Benzyloxy)carbonyl]amino}-2-hydroxybenzoic acid

HRID 614829Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 614829
Cl[C:2]([O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:3].[NH2:12][C:13]1[CH:21]=[C:17]([C:18]([OH:20])=[O:19])[C:16]([OH:22])=[CH:15][CH:14]=1.Cl>N1C=CC=CC=1>[CH2:5]([O:4][C:2]([NH:12][C:13]1[CH:21]=[C:17]([C:18]([OH:20])=[O:19])[C:16]([OH:22])=[CH:15][CH:14]=1)=[O:3])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 40755-Aminosalicylic AcidHCID 10387Benzyl chloroformate

Produkt 1

HCID 103567045-{[(Benzyloxy)carbonyl]amino}-2-hydroxybenzoic acidAusbeute 25,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

Benzyl chloroformate (5.5 g) was added to a suspension of 5-aminosalicylic acid (4.6 g) in dry pyridine (25 ml) at 0° C. during a period of 5 minutes. The mixture was allowed to warm to 25° C. and was stirred for 20 hours, and was then poured into a mixture of ice (100 g) and concentrated hydrochloric acid (50 ml). The solid that precipitated was then filtered off and dissolved in ethanol (50 ml) and treated with a little charcoal. The mixture was filtered and the filtrate was evaporated to dryness to give 5-benzyloxycarbonylaminosalicylic acid (2.2 g), m.p. 222°-224° C.

Aufarbeitung

  1. customThe solid that precipitated
  2. filtrationwas then filtered off
  3. dissolutiondissolved in ethanol (50 ml)
  4. additiontreated with a little charcoal
  5. filtrationThe mixture was filtered
  6. customthe filtrate was evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-cd11f4e432d44bd6a71c1f4bb7162dc6
Quelldatensatz
uspto-grants-1979_03
Patentnummer
US04146631

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