Reaktion #1501076

Reaktionsgleichung

2-[(1,2-dimethyl-3-indolyl)carbonyl]-5-dimethylaminobenzoic acid

N,N,N',N'-tetramethyl-m-phenylenediamine

→

3-[2,4-bis(dimethylamino)phenyl]-3-(1,2-dimethyl-3-indolyl)-6-dimethylaminophthalide

Lösungsmittel

acetic anhydride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeprepared

Vorschrift

A mixture of 0.34 g (0.001 mole) of 2-[(1,2-dimethyl-3-indolyl)carbonyl]-5-dimethylaminobenzoic acid prepared as described in Example 1 of U.S. Pat. No. 3,540,910 was interacted with 0.16 g (0.001 mole) of N,N,N',N'-tetramethyl-m-phenylenediamine in 5 ml of acetic anhydride in a similar manner to the procedure described in Example 1, part C hereinabove to obtain 3-[2,4-bis(dimethylamino)phenyl]-3-(1,2-dimethyl-3-indolyl)-6-dimethylaminophthalide (Formula III: R0 =R1 =R3 =Y1 =H; R2 =N(CH3)2 ; R=R5 =R6 =CH3 ; R4 =N(CH3)2) which melts over the range of 146°-152° C. A significant infrared absorption maximum appeared at 1760 cm-1 (C=O; s). A toluene solution of this product spotted on silica gel developed an intense grape-red-colored image.

Quelle