Benzonitrile, 4-chloro-3-nitro- → 3-Amino-4-chlorobenzonitrile

HRID 1865515Notes

Reaction equation

HRID 1865515 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[N+:10]([O-])=O.O.O.[Sn](Cl)(Cl)(Cl)Cl>>[NH2:10][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:2]=1[Cl:1])[C:6]#[N:7]

Participants

3

Reactant 2

HCID 13655Benzonitrile, 4-chloro-3-nitro-HCID 85782573Tin tetrachloride dihydrate

Product 1

HCID 1044643-Amino-4-chlorobenzonitrileYield 98.3%

Procedure

The title compound was prepared using the method of example 32, starting with 4-chloro-3-nitro-benzonitrile (Fluka, 11.0 g, 60 mmol), tin chloride dihydrate (Aldrich, 67.8 g, 300 mmol). 9.0 g (98%) of crude compound 242 was obtained as a yellowish solid.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-0fce703e68144e63bc5f0d2a99abe6b9
Source dataset
uspto-grants-2009_12
Patent number
US07626033B2

Reaction notes

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