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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1595711Generated: October 25, 2026

Dimethylformamide dimethyl acetal → (E)-methyl 4-(benzyloxy)-2-((dimethylamino)methyleneamino)-5-methoxybenzoate

https://huagongshe.com/reaction/1595711

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamide dimethyl acetalHCID 78373—
ReactantMethyl 2-amino-4-(benzyloxy)-5-methoxybenzoateHCID 11098159—
Product(E)-methyl 4-(benzyloxy)-2-((dimethylamino)methyleneamino)-5-methoxybenzoateHCID 21697307—

Reaction Conditions

Temperature100 °C

Reaction Steps

A stirred mixture of 70.0 g (244 mmol) of methyl 2-amino-4-benzyloxy-5-methoxybenzoate (Phytochemistry 1976, 15, 1095) and 52 ml of dimethylformamide dimethyl acetal was heated at 100° C. for 1.5 h, cooled, and evaporated directly under high vacuum to give 81.3 g of off-white solid, mp 134-140° C.; NMR (CDCl3) d 3.01 (s, Me2N).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06288082B1
Source datasetuspto-grants-2001_09
ORD IDord-9baa2773121e43ec91d4eb61da03e682
Source noteuspto-grants-2001_09