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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 362363Generated: October 25, 2026

Acetamidine monohydrochloride → 6,7-dihydro-2-methyl-7-(4-nitrobenzoyl)-5H-pyrimido[5,4-d][l]benzazepine

https://huagongshe.com/reaction/362363

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetamidine monohydrochlorideHCID 67170—
Reactant4-[(dimethylamino)methylene]-1,2,3,4-tetrahydro-1-(4-nitrobenzoyl)-5H-1-benzazepin-5-oneHCID 53653564—
ReactantHCID 178418582HCID 178418582—
SolventMethanolHCID 887—
Product6,7-dihydro-2-methyl-7-(4-nitrobenzoyl)-5H-pyrimido[5,4-d][l]benzazepineHCID 5437979399.7%

Reaction Steps

To a stirred solution of 0.233 g of acetamidine hydrochloride in 36 ml of methyl alcohol under argon is added 0.133 g of NaOCH3. After 5 minutes, 0.600 g of 4-[(dimethylamino)methylene]-1,2,3,4-tetrahydro-1-(4-nitrobenzoyl)-5H-1-benzazepin-5-one is added and stirring continued for 18 hours. The volatiles are evaporated to a residue which is dissolved in ethyl acetate and passed through a pad of silica gel. The filtrate is evaporated in vacuo to give 590 mg of the desired product as tan crystals, m.p. 211°-212° C. HR FABMS: Exact mass (M+H):361.1295.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05869483
Source datasetuspto-grants-1999_02
ORD IDord-a0fa1fe4d0924359a6a946b2649fe97b
Source noteuspto-grants-1999_02