Reaction #1153150

ord-ea6b0dd9505243e7a8e868d786719288

Reaction equation

O=C(O)c1cc(Nc2ccccc2)c(C(=O)O)cc1Nc1ccccc1
2,5-dianilinoterephthalic acid
Cc1ccc(Nc2cc(C(=O)O)c(Nc3ccc(C)cc3)cc2C(=O)O)cc1
2,5-di-(4-toluidino)terephthalic acid
→
O=c1c2ccccc2[nH]c2cc3c(=O)c4ccccc4[nH]c3cc12
quinacridone

Reactants

—
polyphosphoric acid
O=C(O)c1cc(Nc2ccccc2)c(C(=O)O)cc1Nc1ccccc1
2,5-dianilinoterephthalic acid
Cc1ccc(Nc2cc(C(=O)O)c(Nc3ccc(C)cc3)cc2C(=O)O)cc1
2,5-di-(4-toluidino)terephthalic acid

Reagents

None

Conditions

Temperature
125°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Procedure

A stirred vessel is charged with 450 parts of polyphosphoric acid containing 83.0% P2O5. Then 37.5 parts of 2,5-dianilinoterephthalic acid and 112.5 parts of 2,5-di-(4-toluidino)terephthalic acid are introduced at 125° C. with stirring and the mixture is heated at 125° C. for 1 hour during which ring closure takes place to form the quinacridone. The reaction is then metered over the course of 5 minutes into a second stirred vessel containing 1431 parts of 70% strength phosphoric acid and is hydrolyzed at 30° C. with stirring. During hydrolysis, the temperature rises to 60° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06241814B1uspto-grants-2001_06