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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1018311Generated: October 25, 2026

Benzaldehyde → 3-[(5-Cycloheptylmethyl-2-phenyl-1H-imidazole-4-carbonyl)-amino]-benzoic Acid

https://huagongshe.com/reaction/1018311

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
ReactantWaterHCID 962—
Reactant2-NaphthalenecarboxaldehydeHCID 6201—
ReactantN-Methyl-D-glucamineHCID 8567—
ReactantDibenzyl 5-aminoisophthalateHCID 7023592—
ReactantBenzyl 3-aminobenzoateHCID 15428374—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
Product3-[(5-Cycloheptylmethyl-2-phenyl-1H-imidazole-4-carbonyl)-amino]-benzoic AcidHCID 18405556—

Reaction Steps

The title compound was prepared according to the procedure of Example 20, with the modification that benzaldehyde was used in step b instead of 2-naphthaldehyde and 3-amino-benzoic acid benzyl ester was used in step d instead of 5-amino-isophthalic acid dibenzyl ester. 1H NMR (300 MHz, d6-DMSO) 13.00 (1H, br s), 9.86 (1H, s), 8.51 (1H, s), 8.07 (2H, d), 7.99 (1H, d), 7.63 (1H, d), 7.42 (4H, m), 2.94 (2H, d), 1.98 (1H, m), 1.66-1.22 (12H, m). The acid was converted to the N-methyl-D-glucamine salt and lyophilised from water/dioxan. Found: C, 59.97; H, 7.32; N, 8.72%; C32H44N4O8.1.5 H2O requires: C, 60.04; H, 7.41; N, 8.75%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06479531B1
Source datasetuspto-grants-2002_11
ORD IDord-99c84be22dff4bb2b234d079077bc450
Source noteuspto-grants-2002_11