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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1592009Generated: October 30, 2026

1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → HCID 67140081, compound

https://huagongshe.com/reaction/1592009

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant4-HYDROXY-METHYL-BENZOIC ACID MONO TERT-BUTYL ESTERHCID 14760326—
ReactantHCID 67138314HCID 67138314—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 67140081HCID 67140081—

Reaction Conditions

Temperature5 °C

Reaction Steps

A solution of the title B compound, 4-[5-(2,4-dimethoxy-benzyl)-1,1,4-trioxo-1,2,5-thiadiazolidin-2-ylmethyl]-benzoic acid (84 mg, 0.2 mmol) and 4-hydroxymethyl-benzoic acid t-butyl ester (42 mg, 0.2 mmol) in CH2Cl2 (3 mL) is treated with DMAP (12 mg, 0.1 mmol) and the reaction is cooled to 5° C. EDCl (39 mg, 0.2 mmol) is then added and the reaction is stirred for 16 h. The mixture is concentrated and partioned between EtOAc and 1N aqueous HCl. The organic solution is washed with saturated aqueous NaHCO3 and brine, dried over anhydrous MgSO4 and concentrated to give 4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-ylmethyl)-benzoic acid 4-t-butoxycarbonyl-benzyl ester as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07291635B2
Source datasetuspto-grants-2007_11
ORD IDord-3a8080ab36f840b798a2e80aece7f06c
Source noteuspto-grants-2007_11