Reacción #43887

ord-b6399fa9765c47cd9c2f163023dd8697

Ecuación de reacción

CCOC(=O)Nc1ccc2ncc3c(NC(=O)OCC)cc(-c4ccccc4)cc3c2c1
2,7-Biscarboethoxyamino-9-phenylphenanthridine
O=C(O)CCBr
3-bromopropionic acid
CCOC(=O)Nc1ccc2ncc3c(NC(=O)OCC)cc(-c4ccccc4)c(CCC(=O)O)c3c2c1
product 22-2
CCOC(=O)Nc1ccc2ncc3c(NC(=O)OCC)cc(-c4ccccc4)c(CCC(=O)O)c3c2c1
10-Carboxyethyl-2,7-biscarboethoxyamino-9-phenylphenanthridine

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrois precipitated by addition of ether

Procedimiento

2,7-Biscarboethoxyamino-9-phenylphenanthridine (22-1, 1 equiv.), prepared by the method of Watkins (1952) J. Chem. Soc. 3059, is combined with 3-bromopropionic acid (2.5 equiv.; Aldrich Chemical Co., Milwaukee, Wis.) and is heated in nitrobenzene at 100° C. for 4-6 hours. Following cooling to room temperature the crude product is precipitated by addition of ether. The product 22-2 is isolated by filtration and used directly.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07732628B2uspto-grants-2010_06