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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1898881Generated: November 3, 2026

Sodium Hydroxide → 9-Amino-N11-ethyl-N6-methyl-6,11-dihydro-5H-pyrido(2,3-b)(1,5)benzodiazepin-5-one

https://huagongshe.com/reaction/1898881

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantStannous chloride dihydrateHCID 61436—
Reactant11-Ethyl-6-methyl-9-nitropyrido(3,2-C)(1,5)benzodiazepin-5-oneHCID 447012—
ReactantSodium BicarbonateHCID 516892—
SolventAcetic AcidHCID 176—
SolventHydrochloric AcidHCID 313—
Product9-Amino-N11-ethyl-N6-methyl-6,11-dihydro-5H-pyrido(2,3-b)(1,5)benzodiazepin-5-oneHCID 45328244.7%

Reaction Steps

To a solution of 0.3 g (1 mmol) of 6,11-dihydro-11-ethyl-6-methyl-9-nitro-5H-pyrido[2,3-b][1,5]benzodiazepin-5-one in acetic acid (5 ml) was added a solution of SnCl2.2H2O (1.7 g) in concentrated hydrochloric acid (2.2 ml). The mixture was stirred at room temperature for 6 hours, and then poured into a saturated sodium bicarbonate solution and made basic with aqueous sodium hydroxide. The aqueous phase was then extracted with ethyl acetate, dried (MgSO4), filtered and concentrated in vacuo. The solid material obtained was recrystallized from ethyl acetate to give 0.12 g (44% of theory) of 6,11-dihydro-9-amino-11-ethyl-6-methyl-5H-pyrido[2,3-b][1,5]benzodiazepin-5-one, m.p. 193°-195° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05571809
Source datasetuspto-grants-1996_11
ORD IDord-fe2c4575845149408e5dd51e3bbd73e2
Source noteuspto-grants-1996_11