Potassium Iodide → 1-Iodo-3-methyl-2-nitrobenzene

HRID 267728Notes

Reaction equation

HRID 267728 reaction equation
NC1C(N)=C(C2C=CC(C)=CC=2)C=CC=1C.N[C:18]1[C:19]([N+:25]([O-:27])=[O:26])=[C:20]([CH3:24])[CH:21]=[CH:22][CH:23]=1.[I-:28].[K+].N(O)=O>>[I:28][C:18]1[C:19]([N+:25]([O-:27])=[O:26])=[C:20]([CH3:24])[CH:21]=[CH:22][CH:23]=1

Participants

5

Reactant 4

HCID 4875Potassium IodideHCID 24529Nitrous AcidHCID 690383-Methyl-2-nitroanilineHCID 131710095HCID 131710095, compound

Product 1

HCID 533387711-Iodo-3-methyl-2-nitrobenzene

Procedure

The diaminodimethylbiphenyl from which the present synthesis is initiated is not commercially available, however, the compound can be prepared by the method reported by Carlin and FOltz wherein aminonitrotoluene is reacted with potassium iodide in the presence of nitrous acid to give iodonitrotoluene. Two moles of the iodonitrotoluene are reacted then in the presence of copper powder to produce dinitrodimethylbiphenyl. Subsequent reduction with hydrogen in the presence of a catalyst produces the corresponding amino compound.

Workup

  1. customhowever, the compound can be prepared by the method

Sources & evidence

ORD record
ord-c4c5d29b982242b9a5cdfcf24c6d688c
Source dataset
uspto-grants-1976_03
Patent number
US03944553

Reaction notes

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