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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 223331Generated: October 30, 2026

L-Proline → (S)-1,2,3,11a-tetrahydro-6-methoxy-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H)-dione

https://huagongshe.com/reaction/223331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantL-ProlineHCID 145742—
Reactant5-Methoxy-2H-3,1-benzoxazine-2,4(1H)-dioneHCID 10750295—
SolventDimethyl SulfoxideHCID 679—
Product(S)-1,2,3,11a-tetrahydro-6-methoxy-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H)-dioneHCID 54525802—

Reaction Steps

4.8 g (0.025 mmol) of 6-methoxyisatoic acid anhydride and 3.0 g (0.026 mol) of L-proline in 40 ml of dimethyl sulphoxide is heated to 70° for 2 hours, the solvent is removed in a high vacuum and the oil obtained is heated to 170° for 15 minutes. After treatment with active carbon, the crude product is recrystallized from methanol, there being obtained (S)-1,2,3,11a-tetrahydro-6-methoxy-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H)-dione of melting point 247°-251°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04353827
Source datasetuspto-grants-1982_10
ORD IDord-277d891ef42f47e7bfffc49765bd0b69
Source noteuspto-grants-1982_10