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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 392201Generated: October 29, 2026

Acetic Acid → HCID 178498263, compound

https://huagongshe.com/reaction/392201

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTetramethyl orthocarbonateHCID 74613—
ReactantBenzoic acid, 2,3-diamino-4-methoxy-, methyl ester (9CI)HCID 22663264—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventSodium HydroxideHCID 14798—
ProductHCID 178498263HCID 178498263—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of methyl 2,3-diamino-4-methoxybenzoate [0.5 g, Reference Example 8(a)] acetic acid (0.15 ml) and tetramethoxymethane (0.53 ml) was stirred at 80° C. for 40 minutes. After cooling to room temperature the reaction mixture was diluted with a mixture of methanol (3.6 ml), 1N sodium hydroxide (2.55 ml) and water (8 ml). The resulting precipitate was filtered and then passed through a short filtration silica gel column to give the title compound (0.49 g) as a tan coloured solid. M+236. NMR (CDCl3): δ 3.93(s, 3H), 4.05(s, 3H), 4.23(s, 3H), 6.69(d, J=8 Hz, 1H), 7.74(d, J=8 Hz, 1H), 9.48(bs, 1H)].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06800645B1
Source datasetuspto-grants-2004_10
ORD IDord-2fd0019fa1da49f6a7300a6d5913ae30
Source noteuspto-grants-2004_10