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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049763Generated: October 27, 2026

2-Chlorobenzenepropanoyl chloride → 5-[4-[3-(2-Chlorophenyl)propionylamino]phenyl]-1H-naphtho[1,2-b][1,4]diazepine-2,4(3H,5H)-dione

https://huagongshe.com/reaction/1049763

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chlorobenzenepropanoyl chlorideHCID 15122576—
ReactantEthyl 4-[2,4-dioxo-3,4-dihydro-1H-naphtho[2,1-b][1,4]diazepin-5(2H)-yl]benzoateHCID 117699155—
Reactant5-(4-Aminophenyl)-1H-naphtho[1,2-b][1,4]diazepine-2,4(3H,5H)-dioneHCID 117699167—
Reactant4-[2,4-Dioxo-3,4-dihydro-1H-naphtho[2,1-b][1,4]diazepin-5(2H)-yl]benzoic acidHCID 117699181—
Product5-[4-[3-(2-Chlorophenyl)propionylamino]phenyl]-1H-naphtho[1,2-b][1,4]diazepine-2,4(3H,5H)-dioneHCID 11769944456%

Reaction Steps

By using 5-(4-aminophenyl)-1H-naphtho[1,2-b][1,4]diazepine-2,4(3H,5H)-dione obtained in Example 1, (3) (35 mg, 0.110 mmol), and 3-(2-chlorophenyl)propionic acid chloride (0.132 mmol), the title compound (30 mg, yield 56%) was obtained as white crystals in the same manner as that of Example 1, (4).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382236B2
Source datasetuspto-grants-2016_07
ORD IDord-1ccc1965473e40d9a1f01edb01112e54
Source noteuspto-grants-2016_07