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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38163Generated: October 25, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → (Tert-butoxy)-n-[4-(2,4-dioxo(1,3-dihydroquinazolin-3-yl))phenyl]carboxamide

https://huagongshe.com/reaction/38163

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 2-isocyanatobenzoateHCID 519494—
Reactanttert-Butyl (4-aminophenyl)carbamateHCID 688611—
SolventTetrahydrofuranHCID 8028—
Product(Tert-butoxy)-n-[4-(2,4-dioxo(1,3-dihydroquinazolin-3-yl))phenyl]carboxamideHCID 9158008985%

Reaction Steps

To a solution of methyl 2-isocyanatobenzoate (0.97 g, 5.5 mmol) and Boc 1,4-phenylenediamine (1.04 g, 5 mmol) in THF (15 mL) was added DIEA (0.87 mL, 5 mmol) and DBU (0.75 mL, 5 mmol). The reaction mixture stirred at room temp for 5 hr, the off-white solid filtered and washed with ethyl ether to give desired compound (1.49 g, 85%). ES-MS (M+Na)+=376.1, (M−tBu+H)+=298.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524721B2
Source datasetuspto-grants-2013_09
ORD IDord-f6e11bd17d7c4309932091a3a26a65a6
Source noteuspto-grants-2013_09