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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1817889Generated: October 29, 2026

Ammonia → HCID 58513608, compound

https://huagongshe.com/reaction/1817889

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantWaterHCID 962—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
ReactantHCID 59253284HCID 59253284—
SolventTolueneHCID 1140—
ProductHCID 58513608HCID 5851360890.5%

Reaction Steps

A mixture of N-{5-bromo-2-[(cyclopropylmethyl)amino]phenyl}-3,3-dimethylbutanamide (Step C, 761 mg, 2.24 mmol) and p-toluenesulfonic acid monohydrate (426 mg, 2.24 mmol) in toluene (40 mL) was stirred under reflux for 23 h with Dean-Stark apparatus. Water (10 mL) and aqueous ammonia (5 mL) were added and the mixture was extracted with ethyl acetate (20 mL×2). The organic extracts were dried over sodium sulfate and concentrated. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=9:1 as eluent) to give the title compound (651 mg, 90%) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07598393B2
Source datasetuspto-grants-2009_10
ORD IDord-d8d20ebcd6b44a49b7020ec676648670
Source noteuspto-grants-2009_10