2,6-Dichloro-3-nitrotoluene → 3-Chloro-2-methyl-6-nitrobenzonitrile

HRID 653538Notes

Reaction equation

HRID 653538 reaction equation
Br[C:2]1[C:3]([CH3:13])=[C:4]([C:7]([N+:10]([O-:12])=[O:11])=[CH:8][CH:9]=1)[C:5]#[N:6].[Cl:14]C1C([N+]([O-])=O)=CC=C(Cl)C=1C.[Br-].[K+]>>[Cl:14][C:2]1[C:3]([CH3:13])=[C:4]([C:7]([N+:10]([O-:12])=[O:11])=[CH:8][CH:9]=1)[C:5]#[N:6]

Participants

4

Reactant 3

HCID 971552,6-Dichloro-3-nitrotolueneHCID 253877Potassium BromideHCID 138854073-Bromo-2-methyl-6-nitrobenzonitrile

Product 1

HCID 220089613-Chloro-2-methyl-6-nitrobenzonitrile

Procedure

The title compound was prepared using the method described above for preparing 3-bromo-2-methyl-6-nitrobenzonitrile, except that the reaction was carried out at 210° C. and employed 2,6-dichloro-3-nitrotoluene as the starting material. The infrared spectrum of a potassium bromide pellet of the product exhibited principal absorption peaks at 3121, 2231, 1602, 1560, 1530, and 1348 receiprocal centimeters.

Workup

  1. customwas carried out at 210° C.
  2. customabsorption peaks at 3121, 2231, 1602, 1560, 1530, and 1348 receiprocal centimeters

Sources & evidence

ORD record
ord-f605f8faf8b5490ebba211bea74f31dd
Source dataset
uspto-grants-1987_06
Patent number
US04677219

Reaction notes

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