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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 464169Generated: October 30, 2026

Carbonic acid-guanidine (1:1) → 2-amino-9-chloro-7-(2-chlorophenyl)-5H-pyrimido[5,4-d][2]benzazepine

https://huagongshe.com/reaction/464169

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbonic acid-guanidine (1:1)HCID 286947—
ReactantSodium MethoxideHCID 10942334—
Reactant8-Chloro-1-(2-chlorophenyl)-4-dimethylaminomethylidene-3,4-dihydro-2-benzazepin-5-oneHCID 53656924—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product2-amino-9-chloro-7-(2-chlorophenyl)-5H-pyrimido[5,4-d][2]benzazepineHCID 13225505—

Reaction Steps

In two equal portions 14.4 g (80 mmole) of guanidine carbonate and 20 ml (82 mmole) of 4.12M methanol solution of sodium methoxide was added over 90 min to a solution of 3.6 g (10 mmole) of 8-chloro-1-(2-chlorophenyl)-3,4-dihydro-4-[(dimethylamino)methylene]-5H-2-benzazepin-5-one in 100 ml of methanol. The mixture was diluted with water and extracted with methylene chloride. The methylene chloride solution was dried over anhydrous sodium sulfate and concentrated at reduced pressure to give a yellow oil. Crystallization of the oil with methylene chloride gave a white solid, mp 240°-241° C. Recrystallization from a mixture of ether and methylene chloride gave colorless needles, mp 240°-241° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04546183
Source datasetuspto-grants-1985_10
ORD IDord-f23e3aa8162a4f10b74c1bca00c5ca27
Source noteuspto-grants-1985_10