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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1432052Generated: October 30, 2026

Methanol → 3-(Aminomethyl)-5-chloroaniline

https://huagongshe.com/reaction/1432052

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant3-Amino-5-chlorobenzonitrileHCID 11030024—
SolventTetrahydrofuranHCID 8028—
Product3-(Aminomethyl)-5-chloroanilineHCID 13465099—

Reaction Steps

To the solution of 3-amino-5-chlorobenzonitrile in THF at RT was added slowly borane methyl sulfide complex (2.5 eq.). The resulting reaction mixture was stirred at RT for 1 h and heated at reflux for 2 hrs. The reaction mixture was cooled to −30° C. and MeOH was added slowly to quench the reaction. Solvent was evaporated in vacuo after the reaction mixture was stirred at RT for 30 min. to give 3-amino-5-chlorobenzylamine, which was used without purification. LCMS (Method A) RT 0.16 min., MH30 157.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612069B2
Source datasetuspto-grants-2009_11
ORD IDord-e1e144754ef54d269483f087bea6b7ff
Source noteuspto-grants-2009_11