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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1467186Generated: November 1, 2026

Hydrochloric Acid → HCID 66745948, compound

https://huagongshe.com/reaction/1467186

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-Nitro-6-[(propan-2-yl)amino]benzonitrileHCID 57415938—
CatalystIronHCID 23925—
SolventMethanolHCID 887—
ProductHCID 66745948HCID 66745948106.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 2-(isopropylamino)-6-nitrobenzonitrile (Example 157c) (0.21 g, 1.02 mmol) in MeOH (9 mL) was added concentrated HCl (2 mL). Then Fe (0.17 g, 3.07 mmol) was added portionwise, and the reaction mixture was refluxed at 90° C. for 15 minutes. After cooling to room temperature, dilution with H2O (50 mL) and extraction with DCM (3×50 mL), the combined organic phases were washed with brine, dried over MgSO4 and the solvents were evaporated to give 2-amino-6-(isopropylamino)benzonitrile (0.19 g, 100%) as a brown oil which was used in the next step without any further purification. MS 176 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09000054B2
Source datasetuspto-grants-2015_04
ORD IDord-cf44a84b2b8a46cc9d329188424ad73e
Source noteuspto-grants-2015_04