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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049730Generated: November 2, 2026

2-Chloro-3-methoxybenzoyl chloride → N-[4-(2,4-Dioxo-1,2,3,4-tetrahydronaphtho[1,2-b][1,4]diazepin-5-yl)butyl]-2-chloro-3-methoxybenzamide

https://huagongshe.com/reaction/1049730

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-3-methoxybenzoyl chlorideHCID 21690405—
Reactant5-[4-(2,3-Dimethylbenzoylamino)-3-methoxyphenyl]-1H-naphtho[1,2-b][1,4]diazepine-2,4(3H,5H)-dioneHCID 117699039—
Reactant5-(4-aminobutyl)-1H-naphtho[2,1-b][1,4]diazepine-2,4(3H,5H)-dioneHCID 117699289—
ProductN-[4-(2,4-Dioxo-1,2,3,4-tetrahydronaphtho[1,2-b][1,4]diazepin-5-yl)butyl]-2-chloro-3-methoxybenzamideHCID 11769915656%

Reaction Steps

By using N-(tert-butoxycarbonyl)-1,4-diaminobutane as the starting material, 5-(4-aminobutyl)-1H-naphtho[2,1-b][1,4]diazepine-2,4(3H,5H)-dione was obtained in the same manner as that of Example 42, (1) and (2). By using 5-(4-aminobutyl)-1H-naphtho[2,1-b][1,4]diazepine-2,4(3H,5H)-dione (30 mg, 0.1 mmol), and 2-chloro-3-methoxybenzoyl chloride (0.15 mmol), the title compound (26 mg, yield 56%) was obtained 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-9c6b236e1e354b4e920ca8dbf45abdb1
Source noteuspto-grants-2016_07