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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38143Generated: October 25, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → [4-(2,4-Dioxo(1,3-dihydroquinazolin-3-yl))phenyl]-n-[(5-chloro(2-thienyl))sulfonyl]carboxamide

https://huagongshe.com/reaction/38143

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantMethyl 2-isocyanatobenzoateHCID 519494—
Reactant(4-Aminophenyl)-n-[(5-chloro(2-thienyl))sulfonyl]carboxamideHCID 131724995—
SolventTetrahydrofuranHCID 8028—
Product[4-(2,4-Dioxo(1,3-dihydroquinazolin-3-yl))phenyl]-n-[(5-chloro(2-thienyl))sulfonyl]carboxamideHCID 2080026334%

Reaction Steps

A 44 mg portion (0.14) of (4-aminophenyl)-N-[(5-chloro(2-thienyl))sulfonyl]carboxamide was combined with 25 mg (0.14 mmol) of methyl 2-isocyanatobenzoate in 500 uL of THF followed by the addition of 1 equivalent of TEA (24 μL) and 1 equivalent of DBU. After 18 h, the mixture was purified by RP-HPLC, to give 21 mg (34%) of the desired compound. ES-MS (M+H)+=462 (Cl).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524721B2
Source datasetuspto-grants-2013_09
ORD IDord-75f7eae99314419cb9893602e8a3a03e
Source noteuspto-grants-2013_09