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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 726846Generated: October 31, 2026

Triethylamine → HCID 6458126, compound

https://huagongshe.com/reaction/726846

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethyl AnthranilateHCID 8635—
ReactantBenzyl isocyanateHCID 76639—
ReactantHCID 710807HCID 710807—
SolventO-XyleneHCID 7237—
ProductHCID 6458126HCID 645812681.3%

Reaction Conditions

Temperature110 °C

Reaction Steps

A solution of benzyl isocyanate (13.3 g, 0.10 mol) in xylene (40 ml) is metered, at room temperature, into a solution of methyl anthranilate (15.1 g, 0.10 mol) in xylene (80 ml). After the addition has ended, the batch is stirred at 110° C. for 2 hours. Triethylamine (1.4 ml, 1.01 g, 0,010 mol) is added. The mixture is stirred at 90° C. for a further 2 hours. The desired cyclization product 3-(benzyl)-2,4(1H,3H)-quinazolinedione cannot be detected in the reaction solution by thin-layer chromatography. After cooling, the precipitate is filtered off with suction, washed with 3×25 ml of xylene and dried. 23.1 g of methyl N-(benzylcarbamoyl)anthranilate (yield: 81.3% of theory) of melting point 140° to 141° C. (lit. 139° to 140° C.) are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05710319
Source datasetuspto-grants-1998_01
ORD IDord-9c8c94b1bf6d4f5686896b0cc8c6e1fe
Source noteuspto-grants-1998_01