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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 583363Generated: October 29, 2026

5-Bromo-2-(dimethylamino-methyleneamino)-3-methyl-benzoic acid tert-butyl ester → Tert-butyl 2-amino-5-bromo-3-methylbenzoate

https://huagongshe.com/reaction/583363

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Bromo-2-(dimethylamino-methyleneamino)-3-methyl-benzoic acid tert-butyl esterHCID 54014692—
CatalystZincchlorideHCID 3007855—
SolventEthanolHCID 702—
ProductTert-butyl 2-amino-5-bromo-3-methylbenzoateHCID 5393854984.1%

Reaction Steps

A mixture of 3.52 g (10.3 mmole) of the product of Example 234 and 6.12 g (44.94 mmol) of zinc chloride in 50 ml of absolute ethanol was heated to reflux for 18 hr. The reaction mixture was concentrated in vacuo and the residue was diluted with CH2Cl2 and washed with water and brine, dried over MgSO4, filtered and concentrated in vacuo to provide 2.48 g (84%) of the desired product as a pale brown liquid. Electrospray Mass Spec 286(M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05929097
Source datasetuspto-grants-1999_07
ORD IDord-0e896cda5cf645d2a8667fc6016886f2
Source noteuspto-grants-1999_07