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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1180579Generated: November 1, 2026

Sulfuric Acid → 8-Amino-5-(4-chlorophenyl)-N-methyl-1,2,3,4-tetrahydroisoquinoline hydrochloric acid salt

https://huagongshe.com/reaction/1180579

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
Reactant5-(4-Chlorophenyl)-N-methyl-8-nitro-1,2,3,4-tetrahydroisoquinolineHCID 23435821—
CatalystNickelHCID 935—
SolventMethanolHCID 887—
Product8-Amino-5-(4-chlorophenyl)-N-methyl-1,2,3,4-tetrahydroisoquinoline hydrochloric acid saltHCID 23435839—

Reaction Steps

A mixture of 5-(4-Chlorophenyl)-N-methyl-8-nitro-1,2,3,4-tetrahydroisoquinoline (3.47 g, 11.5 mmol), sulphuric acid (1 ml, 12 mmol), Raney nickel (1 ml, 50% slurry in water) and methanol (150 ml) was stirred under hydrogen for 1.5 h. The crude mixture was filtered through celite and was evaporated. Yield 3.2 g (90%). Mp 213-215° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07282511B2
Source datasetuspto-grants-2007_10
ORD IDord-e9659d64e15448b29ae2ae654837019e
Source noteuspto-grants-2007_10