Methyl iodide → 2-Methoxy-1,3-dimethyl-5-nitrobenzene

HRID 405472

Reaction equation

HRID 405472 reaction equation
[CH3:1]OC1C=C(NC2N=C(NC3C=CC(C(OC)=O)=C(OC)C=3)C(F)=CN=2)C=CC=1C(OC)=O.[CH3:34][C:35]1[CH:40]=[C:39]([N+:41]([O-:43])=[O:42])[CH:38]=[C:37]([CH3:44])[C:36]=1[OH:45].C(=O)([O-])[O-].[K+].[K+].IC>>[CH3:34][C:35]1[CH:40]=[C:39]([N+:41]([O-:43])=[O:42])[CH:38]=[C:37]([CH3:44])[C:36]=1[O:45][CH3:1]

Participants

5

Reactant 4

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 170302,6-Xylenol, 4-nitro-HCID 22060643N2,N4-bis(3-methoxy-4-methoxycarbonylphenyl)-5-fluoro-2,4-pyrimidinediamine

Product 1

HCID 1398352-Methoxy-1,3-dimethyl-5-nitrobenzene

Procedure

In a manner analogous to the preparation of N2,N4-bis[3-methoxy-4-(methoxycarbonyl)phenyl]-5-fluoro-2,4-pyrimidinediamine, the reaction of 2,6-dimethyl-4-nitrophenol (1.67 g, 10 mmol), potassium carbonate (13 g, 0.1 mol) and iodomethane (2.5 mL, 50 mmol) gave 2,6-dimethyl-1-methoxy-4-nitrobenzene. Hydrogenation of 2,6-dimethyl-1-methoxy-4-nitrobenzene gave 3,5-dimethyl-4-methoxyaniline.

Sources & evidence

ORD record
ord-ba944deb435649df97f45adfb4195025
Source dataset
uspto-grants-2014_06
Patent number
US08748597B2

Linked notes

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