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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1085510Generated: November 1, 2026

Water → Benzamide, 4-amino-5-chloro-N-(2-(cyclopropylamino)ethyl)-2-methoxy-

https://huagongshe.com/reaction/1085510

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant4-Amino-5-chloro-2-methoxybenzoic acidHCID 81626—
ReactantN1-cyclopropylethane-1,2-diamineHCID 10240769—
SolventTetrahydrofuranHCID 8028—
ProductBenzamide, 4-amino-5-chloro-N-(2-(cyclopropylamino)ethyl)-2-methoxy-HCID 307959691.7%

Reaction Steps

8.06 g (0.04) mole of 2-methoxy-4-amino-5-chlorobenzoic acid and 7.12 g (0.044 mole) of carbonyldiimidazole are suspended in 80 ml of tetrahydrofuran and kept at 30° C. until the end of gas development. The solution of 5 g (0.05 mole) of cyclopropylethylenediamine in 15 ml of tetrahydrofuran is then slowly added, followed by keeping the temperature at 50° C. for 1 hour. After cooling down, the mixture is poured into water, the solid is removed by filtration and crystallized from alcohol, thus obtaining 13 g (91.7%) of 2-methoxy-4-amino-5-chloro-N-(2-(cyclopropylamino)-ethyl)-benzamide, having a melting point of 152°-3° C. Hydrochloride m.p.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05010108
Source datasetuspto-grants-1991_04
ORD IDord-51421908554f4a8288c4657299f16049
Source noteuspto-grants-1991_04