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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 917964Generated: November 1, 2026

(-)-1-(N-methylanthraniloyl)-proline → 10-methyl-2,3-dihydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H,11aH)-dione

https://huagongshe.com/reaction/917964

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(-)-1-(N-methylanthraniloyl)-prolineHCID 22791454—
SolventTetrahydrofuranHCID 8028—
Product10-methyl-2,3-dihydro-1H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H,11aH)-dioneHCID 9859436—

Reaction Steps

A mixture of 24.8 g. of (-)-1-(N-methylanthraniloyl)proline and 18.0 g. of N,N'-carbonyldiimidazole in 300 ml. of dry tetrahydrofuran is stirred for 2 hours at room temperature and then heated at reflux temperature for 3 hours. The reaction mixture is concentrated to remove the solvent and the residue is extracted into benzene. The benzene solution is washed twice with water and concentrated to recover the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03968230
Source datasetuspto-grants-1976_07
ORD IDord-a9760acb26c648a18ae773d7462e2c88
Source noteuspto-grants-1976_07