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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1903894Generated: October 26, 2026

Methanol → N-(3-Amino-4-chlorophenyl)-3,4,5,6-tetrahydrophthalimide

https://huagongshe.com/reaction/1903894

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant1H-Isoindole-1,3(2H)-dione, 2-(4-chloro-3-nitrophenyl)-4,5,6,7-tetrahydro-HCID 156879—
CatalystAdams' catalystHCID 345198—
SolventEthyl AcetateHCID 8857—
ProductN-(3-Amino-4-chlorophenyl)-3,4,5,6-tetrahydrophthalimideHCID 1328596780.4%

Reaction Steps

To a solution of 40 g of N-(3-nitro-4-chlorophenyl)-3,4,5,6-tetrahydrophthalimide in 900 ml. of MeOH and 100 ml. of EtOAc in a hydrogenation bottle is added 0.5 g PtO2. The bottle is purged with hydrogen then pressurized to 50 psig and shaken until the required amount of H2 was used. The reaction mixture was filtered through celite, washed well with CH2Cl2 and the combined organic phases concentrated in vacuo to yield 29 g of the product. This product was used without further purification in subsequent transformations.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04439229
Source datasetuspto-grants-1984_03
ORD IDord-6274814401c3424bb806403038c81f40
Source noteuspto-grants-1984_03