Hydrochloric Acid → Methyl 4-chloro-2-(4-hydroxyphenylamino)benzoic acid

HRID 462613

Reaktionsgleichung

Reaktionsgleichung von HRID 462613
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=2)[CH:3]=1.Cl.Cl[C:21]1C=CC(C(O)=O)=C(NC2C=CC(OC)=CC=2)C=1.S(OC)(OC)(=O)=O.ClC1C=CC(C(OC)=O)=C(NC2C=CC(OC)=CC=2)C=1.B(Br)(Br)Br>CO>[CH3:21][C:3]1[C:4]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=2)=[C:5]([CH:9]=[CH:10][C:2]=1[Cl:1])[C:6]([OH:8])=[O:7]

Komponenten

8

Edukt 6

HCID 313Hydrochloric AcidHCID 6497Dimethyl SulfateHCID 25134Boron tribromideHCID 666744-Chloro-2-((4-methoxyphenyl)amino)benzoic acidHCID 4254234-Chloro-2-(4-hydroxyphenylamino)benzoic acidHCID 20225134HCID 20225134, Verbindung

Produkt 1

HCID 20225128Methyl 4-chloro-2-(4-hydroxyphenylamino)benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

[I; R=4-Cl, R' and R"=H, Alk=CH3, OH at 4-position] is obtainable by esterification of 4-chloro-2-(4-hydroxyphenylamino)benzoic acid with methanol and hydrochloric acid; or by esterification of 4-chloro-2-(4-methoxyphenylamino)benzoic acid with dimethyl sulfate, followed by de-etherification of the resulting methyl 4-chloro-2-(4-methoxyphenylamino)benzoate with boron tribromide.

Quellen und Nachweise

ORD-Eintrag
ord-a077546466954d6184495be609ecff98
Quelldatensatz
uspto-grants-1985_05
Patentnummer
US04515980

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