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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 612116Generated: October 25, 2026

Dimethylformamide dimethyl acetal → Methyl 4-ethoxy-5-methoxy-2-(dimethylaminomethyleneamino)benzoate

https://huagongshe.com/reaction/612116

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamide dimethyl acetalHCID 78373—
ReactantMethyl 2-amino-4-ethoxy-5-methoxybenzoateHCID 10489373—
SolventN,N-dimethylformamide N,N-dimethylacetamideHCID 22628260—
ProductMethyl 4-ethoxy-5-methoxy-2-(dimethylaminomethyleneamino)benzoateHCID 1077912797.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 15.056 g (66.9 mmol) methyl 2-amino-4-ethoxy-5-methoxybenzoate and 14.1 ml (100 mmol) N,N-dimethylformamide dimethylacetal was heated to 100° C. under N2. At 4.5 hours added 4.7 ml (33.3 mmol) more DMF/DMA and removed heat at 5 hours. Stripped solvent, azeotroped with toluene, and dried in vacuo, giving 18.211 g of grey-brown solid: mass spectrum (electrospray m/e): M+H=281.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06002008
Source datasetuspto-grants-1999_12
ORD IDord-b625d53183804ba2bb7b702fdf150b11
Source noteuspto-grants-1999_12