3-AMINO-5-BROMOBENZOIC ACID

Concentrated hydrochloric acid (30 ml) was gradually added to a solution of the title compound of Preparation 49 (7.02 g, 28.54 mmols) and ethanol (150 ml), the solution was stirred at room temperature during five minutes. Then Tin (II) chloride was added and the solution was stirred at 50°C for two hours. The solution was cooled at room temperature. The solution basified to pH 9 with 8M sodium hydroxide precipitating a solid. The solid was collected by filtration and discarded. The filtrate was acidified with hydrochloric acid to pH 5 and precipitation from this solution gave 5.8 g (94percent) of the title compound. HPLC/MS (10 min) retention time 4.67 min LRMS: m/z 216 (M-1)PREPARATION 21; 3-Amino-5-bromobenzoic acid [Show Image] Concentrated hydrochloric acid (30 mL) was gradually added to a solution of the title compound of Preparation 20 (7.02 g, 28.54 mmols) and ethanol (150 mL), the solution was stirred at room temperature during five minutes. Then Tin (II) chloride was added and the solution was stirred at 50°C for two hours. The solution was cooled at room temperature. The solution basified to pH 9 with 8M sodium hydroxide precipitating a solid. The solid was collected by filtration and discarded. The filtrate was acidified with hydrochloric acid to pH 5 and precipitation from this solution gave 5.8 g (94percent) of the title compound. HPLC/MS (10 min) retention time 4.67 min LRMS: m/z 216 (M-1)

Molecular Weight:216.03
XLogP3:1.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:214.95819
Monoisotopic Mass:214.95819
Topological Polar Surface Area:63.3
Heavy Atom Count:11
Complexity:163
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes