Hydrochloric Acid → 2-Chloro-3-fluoroaniline

HRID 65733

Reaction equation

[Cl:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[N+:9]([O-])=O.Cl.[OH-].[Na+]>>[Cl:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[NH2:9]

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 14798Sodium Hydroxide

HCID 888832-Chloro-1-fluoro-3-nitrobenzene

Product 1

HCID 888842-Chloro-3-fluoroaniline

Procedure

19.6 g. of 2-chloro-3-fluoronitrobenzene (0.11 mole) is reduced with stannous chloride (118 g., 0.63 mole) in 180 ml. of concentrated hydrochloric acid. The solution is basified with aqueous sodium hydroxide and extracted with chloroform to yield 2-chloro-3-fluoroaniline.

Workup

extractionextracted with chloroform

Sources & evidence

ORD record: ord-1db00a5a9136416fb08e3a530f59cd2f
Source dataset: uspto-grants-1978_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04128666

Linked notes

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