Hydrochloric Acid → 1,4-Benzenedicarboxylic acid, 2,5-bis[(4-methoxyphenyl)amino]-

HRID 2056975

Reaktionsgleichung

Reaktionsgleichung von HRID 2056975
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[CH2:15][C:14]([C:16]([O:18]C)=[O:17])=[C:13]([NH:20][C:21]3[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=3)[CH2:12][C:11]=2[C:29]([O:31]C)=[O:30])=[CH:5][CH:4]=1.[Na].[N+](C1C=C(S(O)(=O)=O)C=CC=1)([O-])=O.[OH-].[Na+].Cl>O.C(O)C>[CH3:28][O:27][C:24]1[CH:25]=[CH:26][C:21]([NH:20][C:13]2[CH:12]=[C:11]([C:29]([OH:31])=[O:30])[C:10]([NH:9][C:6]3[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=3)=[CH:15][C:14]=2[C:16]([OH:18])=[O:17])=[CH:22][CH:23]=1

Komponenten

8

Edukt 5

HCID 313Hydrochloric AcidHCID 73873-Nitrobenzenesulfonic acidHCID 14798Sodium HydroxideHCID 5360545SodiumHCID 14745936Dimethyl 2,5-bis{(4-methoxyphenyl)amino}cyclohexa-1,4-diene-1,4-dicarboxylate

Produkt 1

HCID 30848371,4-Benzenedicarboxylic acid, 2,5-bis[(4-methoxyphenyl)amino]-Ausbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

Dimethyl 2,5-bis{(4-methoxyphenyl)amino}cyclohexa-1,4-diene-1,4-dicarboxylate (6.58 gm, 15 mmol), the sodium salt of 3-nitrobenzenesulphonic acid (3.6 gm; 16 mmol), ethanol (90 ml) and 1.0M sodium hydroxide (50 ml) were heated to reflux overnight under a nitrogen atmosphere. The orange solution was allowed to cool and water (120 ml) was added. The mixture was acidified with conc. hydrochloric acid when a purple solid precipitated out. This material was filtered off, washed with water, then 25% ethanol/water and dried under vacuum over phosphorous pentoxide to give 6.0 gm (98%) of 2,5-bis{(4-methoxyphenyl)amino}terephthalic acid.

Aufarbeitung

  1. temperatureto reflux overnight under a nitrogen atmosphere
  2. temperatureto cool
  3. customprecipitated out
  4. filtrationThis material was filtered off
  5. washwashed with water
  6. dry with material25% ethanol/water and dried under vacuum over phosphorous pentoxide

Quellen und Nachweise

ORD-Eintrag
ord-91f2f8b86de645e5ac4b183a00b4e1c0
Quelldatensatz
uspto-grants-2008_02
Patentnummer
US07335771B2

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