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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1633506Generated: November 1, 2026

Isatoic Anhydride → (3S)-3-Methyl-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine-2,5-dione

https://huagongshe.com/reaction/1633506

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsatoic AnhydrideHCID 8359—
ReactantD-AlanineHCID 71080—
SolventPyridineHCID 1049—
Product(3S)-3-Methyl-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine-2,5-dioneHCID 1228250720.7%

Reaction Steps

Following the procedure of Example 5, D-alanine (73.6 mmol) and isatoic anhydride (61.3 mmol) were allowed to reflux in pyridine (50 mL) to give (3R)-3-methyl-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione (12.7 mmol) as a light brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06503900B2
Source datasetuspto-grants-2003_01
ORD IDord-a26ac89d636d4042a856f006ad0e83e6
Source noteuspto-grants-2003_01