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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 280327Generated: October 29, 2026

Sodium Carbonate → 4-Pyridinamine, N-[(4-fluorophenyl)methyl]-3-nitro-

https://huagongshe.com/reaction/280327

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantDimethylacetamideHCID 31374—
Reactant4-FluorobenzylamineHCID 67326—
Reactant4-Chloro-3-nitropyridineHCID 2735781—
SolventWaterHCID 962—
Product4-Pyridinamine, N-[(4-fluorophenyl)methyl]-3-nitro-HCID 1039971275%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 90 parts of 4-chloro-3-nitropyridine, 71 parts of 4-fluorobenzenemethanamine, 63 parts of sodium carbonate and 900 parts of N,N-dimethylacetamide was stirred for 1 hour at 50° C. Water was added and the product was extracted with 4-methyl-2-pentanone. The extract was dried, filtered and evaporated. The residue was crystallized from acetonitrile. The product was filtered off and dried, yielding 106 parts (75%) of N-[(4-fluorophenyl)methyl]-3-nitro-4-pyridinamine; mp. 136.8° C. (intermediate 1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04588722
Source datasetuspto-grants-1986_05
ORD IDord-7617dfc3e7dd4378865f09215a9267e9
Source noteuspto-grants-1986_05