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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1989239Generated: October 25, 2026

Ammonium Hydroxide → 3-(Aminosulphonyl)benzeneboronic acid

https://huagongshe.com/reaction/1989239

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium HydroxideHCID 14923—
ReactantChlorosuccinimideHCID 31398—
ReactantLithium 3-(6-methyl-[1,3,6,2]dioxazaborocan-2-yl)-benzenesulfinateHCID 68690790—
SolventDichloromethaneHCID 6344—
Product3-(Aminosulphonyl)benzeneboronic acidHCID 4411932394.4%

Reaction Steps

Step 2) N-Chlorosuccinimide (1.015 g, 7.6 mmol) was added to a suspension of the above prepared lithium 3-(6-methyl-[1,3,6,2]dioxazaborocan-2-yl)-benzenesulfinate (2 g, 7.27 mmol) in CH2Cl2 (14 mL) and the mixture was stirred for 2 h at rt. A solution of 25% ammonium hydroxide (1.09 mL, 14.5 mmol) was added and the mixture was stirred again for 2 h at rt, then completely evaporated to give the title compound as an off-white solid (1.38 g, 94%) (according to Bioorg. Med. Chem. 2005, 13, 2305-2312). MS (ISP) 200.4 [(M−H)−].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07642264B2
Source datasetuspto-grants-2010_01
ORD IDord-2ae03e1d4bca4deea2625b20c7db38fc
Source noteuspto-grants-2010_01