1,3-Benzenediamine, N1,N1,N3,N3-tetramethyl- → HCID 20523540, compound

Participants

Reaction Steps

A mixture of 8.37 g (0.03 mole) of 2-[(2-methyl-3-indolyl)carbonyl]benzoic acid, prepared as described in part A above, 8.37 g (0.05 mole) of N,N,N',N'-tetramethyl-m-phenylenediamine and 10 ml of acetic anhydride was interacted at 50° C. as described in part B of Example 8 above to obtain 3-[2,4-bis(dimethylamino)phenyl]-3-(2-methyl-3-indolyl)phthalide (Formula III: R0 =R1 =R2 =R3 =R6 =Y1 =H; R=R5 =CH3 ; R4 =N(CH3)2). After purification by slurrying in a benzene and ligroin mixture, the collected and dried product melted at 183°-186° C. The product had mass spectrum with a m/e peak at 425 (M+). Both the infrared and nuclear magnetic resonance spectra were consistent with this structure. A toluene solution of the product spotted on a phenolic resin coated paper developed an intense grape-colored image.

Provenance & Evidence