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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666931Generated: November 1, 2026

Water → 5-Methyl-2-((2-nitrophenyl)amino)-3-thiophenecarbonitrile

https://huagongshe.com/reaction/1666931

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium HydroxideHCID 14797—
Reactant1-Fluoro-2-nitrobenzeneHCID 73895—
Reactant2-Amino-5-methyl-3-thiophenecarbonitrileHCID 689056—
SolventAcetonitrileHCID 6342—
Product5-Methyl-2-((2-nitrophenyl)amino)-3-thiophenecarbonitrileHCID 39546074.6%

Reaction Conditions

Temperature2.5 °C

Reaction Steps

Potassium hydroxide (101.4 g) in acetonitrile (150 ml) is taken under nitrogen and cooled to 0-5° C. A solution of 2-amino-5-methylthiophene-3-carbonitrile (100 g) and o-fluoronitrobenzene (122.6 g) in acetonitrile (550 ml) is added. The reaction is then stirred for 3 hours and chilled water is added. The solid thus obtained is filtered off and air-dried. The solid is crystallized from water-methanol mixture and the crystallized solid is dried under vacuum at 40-45° C. to obtain the title compound (140 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044196B2
Source datasetuspto-grants-2011_10
ORD IDord-583fd1c771cd48b0a21c6fec945f5943
Source noteuspto-grants-2011_10