4-Chlorobenzaldehyde → 4-Chlorobenzonitrile

HRID 1493797Notes

Reaction equation

HRID 1493797 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.C([O-])=O.[Na+].Cl.[NH2:15]O>C(O)=O>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:15])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 77264-ChlorobenzaldehydeHCID 443297Hydroxyamine hydrochlorideHCID 2723810Sodium Formate

Product 1

HCID 121634-Chlorobenzonitrile

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

The compound (I) may be synthesized by reacting 4-chlorobenzaldehyde, sodium formate, hydroxylamine hydrochloride and formic acid to form 4-chlorobenzonitrile, which may be nitrated to form 4-chloro-3-nitrobenzonitrile. Finally, this compound is reacted with the appropriate amine to obtain the desired compound (I) of the present invention.

Sources & evidence

ORD record
ord-b40b031ca4674c4caaa01e840737edf0
Source dataset
uspto-grants-1991_06
Patent number
US05024673

Reaction notes

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