4-CHLORO-2-NITRO-5-(1-PYRROLIDINYL)ANILINE synthesis

Yield:87200-62-2 99%

Reaction Conditions:

at 100; for 6 h;

Steps:

43.A

Pyrrolidine (6 ml_) was added to 4,5-dichloro-2-nitro-phenylamine (2.58 g, 12.5 mmol) in a sealed tube and the mixture heated to 100 ⁰C for 6 h. The mixture was cooled to 23 ⁰C, poured into water (100 ml_) and extracted with EtOAc (3 x 100 ml_). The combined organic layers were washed with brine (50 ml_), dried, filtered, and concentrated under reduced pressure to afford the titled compound (3.00 g, 99%). MS (ESI/CI): mass calcd. for C_I0H_I2CIN₃O₂, 241.1 ; m/z found, 242.1 [M+H]⁺. ¹H NMR (400 MHz, CDCI₃): 8.08 (s, 1 H), 6.06 (s, 2H), 5.82 (s, 1 H), 3.58 (ddd, J = 6.6, 4.2, 2.7 Hz, 4H), 2.02-1.90 (m, 4H).

References:

WO2009/134750,2009,A1 Location in patent:Page/Page column 83