ChemicalBook CAS DataBase List 4-IODO-3-NITROTOLUENE

4-IODO-3-NITROTOLUENE synthesis

3synthesis methods

Product Name:4-IODO-3-NITROTOLUENE
CAS Number:5326-39-6
Molecular formula:C7H6INO2
Molecular Weight:263.03

27329-27-7

5326-39-6

General procedure for the synthesis of 4-iodo-3-nitrotoluene from 4-methyl-2-nitrobenzoic acid: To a Silak reaction tube equipped with a magnetic stirrer, 6.2 mg of silver sulfate (Ag2SO4), 21.8 mg of copper acetate (Cu(OAc)2), 12.5 mg of 2,9-dimethyl-1,10-o-phenanthroline (as a ligand), 36.2 mg 4 -methyl-2-nitrobenzoic acid (as raw material) and 45 mg of sodium iodide (NaI), dissolved in 4 mL of dimethyl sulfoxide (DMSO). The reaction mixture was heated to 160°C under oxygen atmosphere and the reaction was stirred for 24 hours. Upon completion of the reaction, the reaction was quenched by the addition of distilled water and extracted three times with ethyl acetate (10 mL each time). The organic phases were combined and concentrated under reduced pressure to give 27.9 mg of 4-iodo-3-nitrotoluene (target product) in 53% yield.

27329-27-7 Synthesis

27329-27-7
107 suppliers
$7.00/250mg

5326-39-6
165 suppliers
$6.00/1g

Yield:5326-39-6 53%

Reaction Conditions:

with 2.9-dimethyl-1,10-phenanthroline;oxygen;copper (I) acetate;silver sulfate;sodium iodide in dimethyl sulfoxide at 160; for 24 h;Schlenk technique;

Steps:

18 Example 18. Synthesis of 2-nitro-4-methyl iodobenzene.
Silak reaction tube equipped with a magnetic stirrer was charged with 6.2 mg of silver sulfate,21.8 mg of copper acetate, 12.5 mg of 2,9-dimethyl-1,10-o-phenanthroline,36.2 mg of 2-nitro-4-methylbenzoic acid and 45 mg of sodium iodide4 mL of dimethyl sulfoxide. Heat 160 ° C in the presence of oxygenReaction for 24 hours. After the reaction was completed, distilled water was added to quench the reaction,Extraction with ethyl acetate 3 times, each time 10mL,The combined organic phases were concentrated to give 27.9 mg of 2-nitro-4-methyliodobenzene,The yield is 53%.

References:

Nanchang University;Fu Zhengjiang;Cai Hu;Li Zhaojie;Jiang Ligao CN107325002, 2017, A Location in patent:Paragraph 0091

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89-62-3 Synthesis