4-Aminosalicylic Acid → HCID 135510740, Verbindung

HRID 1359969Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1359969
N[C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([OH:11])[CH:3]=1.[N:12]([O-])=O.[Na+].[C:16]1([C:22]2[S:26][S:25][C:24](=[S:27])[CH:23]=2)[CH:21]=[CH:20]C=[CH:18][CH:17]=1.C[N:29]([CH3:32])C=O>Cl.O>[OH:11][C:4]1[CH:3]=[CH:2][C:10]([N:12]=[N:29][C:32]2[CH:20]=[CH:21][C:16]([C:22]3[S:26][S:25][C:24](=[S:27])[CH:23]=3)=[CH:17][CH:18]=2)=[CH:9][C:5]=1[C:6]([OH:8])=[O:7]

Komponenten

7

Edukt 4

HCID 46494-Aminosalicylic AcidHCID 6228DimethylformamideHCID 769823H-1,2-Dithiole-3-thione, 5-phenyl-HCID 23668193Sodium Nitrite

Produkt 1

HCID 135510740HCID 135510740, VerbindungAusbeute 65 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

4-Amino-2-hydroxy-benzoic acid (1, 1 mmol) was dissolved in a mixture of 10 mL of concentrated HCl and 5 mL of water and diazotized with a solution of sodium nitrite (1 mmol). The diazo suspension is added in portions to a solution of 5-phenyl-[1,2]dithiole-3-thione (1 mmol) in dimethylformamide. After 2 days the reaction mixture is heated for 30 min at 50° C. After cooling the azo compound (2) was precipitated by means of HCl and filtered off (yield 65%), to yield the compound of Formula II, 2-Hydroxy-5-[4-(5-thioxo-5H-[1,2]dithiol-3-yl)-phenylazo]-benzoic acid.

Aufarbeitung

  1. customwas precipitated by means of HCl
  2. filtrationfiltered off (yield 65%)

Quellen und Nachweise

ORD-Eintrag
ord-e68f10f2d8854763ab0652ab53c00eb5
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07879827B2

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