Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1470600Generated: October 31, 2026

Sodium borohydride → 2,3-DiaMino-5-broMobenzoic acid Methyl ester

https://huagongshe.com/reaction/1470600

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
ReactantMethyl 2-amino-5-bromo-3-nitrobenzoateHCID 17984898—
CatalystNickel DichlorideHCID 24385—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product2,3-DiaMino-5-broMobenzoic acid Methyl esterHCID 58073920—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 2-amino-5-bromo-3-nitro-benzoic acid methyl ester (5 g, 18.18 mmol) in methanol (15 mL) was added nickel chloride (10.8 g, 45.4 mmol) and was cooled to 0° C. To this cold solution, sodium borohydride (3.45 g, 90 mmol) was added in small portions. After the addition, the reaction mixture was diluted with water, extracted with ethyl acetate. The combined organic layers were dried, concentrated and the resulting residue was purified by column chromatography using 30% ethyl acetate in hexane to obtain the title compound as grey coloured solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006454B2
Source datasetuspto-grants-2015_04
ORD IDord-f9f3a3bee5e6453e92c48be8632c9400
Source noteuspto-grants-2015_04