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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1087123Generated: October 25, 2026

Hydrochloric Acid → 3-Methyl-4-nitrobenzonitrile

https://huagongshe.com/reaction/1087123

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPyridineHCID 1049—
ReactantTrifluoroacetic anhydrideHCID 9845—
Reactant3-Methyl-4-nitrobenzamideHCID 595900—
SolventDichloromethaneHCID 6344—
Product3-Methyl-4-nitrobenzonitrileHCID 280143493.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a stirred, 0° C. solution of 3-methyl-4-nitrobenzamide (30 g, 0.169 mol) in dichloromethane (900 mL) under nitrogen was added pyridine (29.5 g, 0.373 mol), then dropwise trifluoroacetic anhydride (42.7 g, 0.203 mol) in dichloromethane (90 mL). The reaction mixture was stirred at 0° C. for one hour and then 1N HCl was added. The organic phase was separated, dried (Na2SO4) and concentrated under reduced pressure to afford 25.5 g (93%) of the 3-methyl-4-nitrobenzonitrile as a light yellow solid; m.p. 69°-71° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05034410
Source datasetuspto-grants-1991_07
ORD IDord-b830a3aaa8c5415f9c4da848718c690f
Source noteuspto-grants-1991_07