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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 637397Generated: October 27, 2026

Ammonia → N1-[(5-methyl-2-furanyl)methyl]-1,2-benzenediamine

https://huagongshe.com/reaction/637397

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantThiopheneHCID 8030—
Reactant5-methyl-N-(2-nitrophenyl)-2-furanmethanamineHCID 14182881—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductN1-[(5-methyl-2-furanyl)methyl]-1,2-benzenediamineHCID 1418288295%

Reaction Steps

A mixture of 62 parts of 5-methyl-N-(2-nitrophenyl)-2-furanmethanamine, 2 parts of a solution of thiophene in methanol 4% and 400 parts of methanol, saturated with ammonia, was hydrogenated at normal pressure and at room temperature with 4 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated, yielding 50.5 parts (95%) of N1 -[(5-methyl-2-furanyl)methyl]-1,2-benzenediamine as a residue (intermediate 8).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04556660
Source datasetuspto-grants-1985_12
ORD IDord-6b684ff9ac6f4bfa9b70200cbd8aaa71
Source noteuspto-grants-1985_12