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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 583362Generated: October 31, 2026

1,1-bis(1,1-dimethylethoxy)-N,N,N-trimethylamine → 5-Bromo-2-(dimethylamino-methyleneamino)-3-methyl-benzoic acid tert-butyl ester

https://huagongshe.com/reaction/583362

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-bis(1,1-dimethylethoxy)-N,N,N-trimethylamineHCID 547712—
Reactant2-Amino-5-bromo-3-methylbenzoic acidHCID 11850383—
SolventTolueneHCID 1140—
Product5-Bromo-2-(dimethylamino-methyleneamino)-3-methyl-benzoic acid tert-butyl esterHCID 5401469297.5%

Reaction Steps

A mixture of 5.0 g (21.7 mmol) of the product of Example 132 and 20.8 ml (86.9 mmol) of N,N-dimethylformamide di-t-butylacetal in 30 ml of toluene was heated to reflux for 2 hr. The reaction mixture was cooled to room tenperature, washed with water and brine, dried over MgSO4 and concentrated in vacuo to provide 3.61 g (49%) of the desired product as an yellow oil. Electrospray Mass Spec 341(M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05929097
Source datasetuspto-grants-1999_07
ORD IDord-fb49ab09e1cc4f558dd63dc41eccd7fe
Source noteuspto-grants-1999_07