5-CHLOROACETYLOXINDOLE

5-Carboxy-2-oxindole 5-Carboxy-2-oxindole Step 1: Step 1: (0378) Indolin-2-one 15-a (2 g, 15.03 mmol) was dissolved in dichloromethane (10 ml), aluminum trichloride (7 g, 52.60 mmol) was added, then chloroacetyl chloride (2.26 ml, 30.06 mmol) dissolved in dichloromethane (10 ml) was slowly added dropwise under ice bath, the mixture was stirred at this temperature for 1 hour and at reflux for 2 hours. The mixture was cooled, poured into ice water, the aqueous layer was adjusted to be strongly acidic, the precipitated solid was filtered and dried to give a light gray white solid (2.811 g, yield: 90percent).00222] Synthesis of 5-(2-chloroacetyl)indolin-2-one [00223] 5-(2-Chloroacetyl)indolin-2-one was synthesized according to the procedure described below and as shown in the following scheme: [00224] To a 0 °C round bottom flask containing a suspension of 7.53 g A1C1Example 43; 5- (Chloroacetyl)-1, 3-dihydro-2H-indol-2-one; To a mixture of aluminum trichloride (17 gram, 128 mmol) and chloroacethyl chloride (3 gram, 2.65 mmol) in carbon disulfide (40 mL) was oxindole (2.73 gram, 20.5 mmol) added and the mixture was stirred at reflux for 3.5 h. The mixture was cooled to room temperature and carefully quenched with cooled water (50 mL). The quenched reaction mixture was stirred for 2 h and the formed precipitate was filtered and washed two times with water. The solid was dried to give 2.3 gram (53percent yield) of the title compound :'H NMR (DMSO-d6, 300 MHz) 8 10.82 (br s, 1 H), 7.87 (d, J = 8 Hz, 1 H), 7.82 (s, 1 H), 6.92 (d, J = 8 Hz, 1 H), 5.08 (s, 2 H), 3.57 (s, 2 H).[0150] To a solution OfAlCl

Molecular Weight:209.63
XLogP3:1.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:209.0243562
Monoisotopic Mass:209.0243562
Topological Polar Surface Area:46.2
Heavy Atom Count:14
Complexity:267
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes