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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194854Generated: November 4, 2026

Hydrochloric Acid → Imipramine

https://huagongshe.com/reaction/2194854

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant3-Hydroxy-2-naphthoic acidHCID 7104—
ReactantImipramine HydrochlorideHCID 8228—
ReactantSodium HydroxideHCID 14798—
SolventWaterHCID 962—
ProductImipramineHCID 3696105.5%

Reaction Steps

To a solution containing 7.7 g of 3-hydroxy-2-napthoic acid in 75.0 g of USP water was added as necessary dilute HCl or NaOH solution to adjust the solution to about pH 9.4. To a second solution of 13.6 g of imipramine HCl in 100.0 g of USP water was added as necessary dilute HCl or NaOH solution to adjust the solution to about pH 4.5. The imipramine HCl solution was added to the 3-hydroxy-2-napthoic sodium salt solution over a period of about 2 h. The mixture was stirred and held at around 50° C. for at least 18 h. The mixture was cooled to below 25° C. and the solids were collected by filtration. The solid cake was washed with USP water (2×100 g). The solid cake was dried at 105° C. under vacuum to yield a powder (12.7 g) and characterized by DSC (FIG. 13), FTIR (FIG. 14) and 1H NMR (FIG. 15).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334322B1
Source datasetuspto-grants-2012_12
ORD IDord-1fb708a5cf7748d48324af90bb22741b
Source noteuspto-grants-2012_12