Isobutanol → 4-Methyl-2-(2-methylpropoxy)aniline

Participants

Role	Name	HCID	Charge
Reactant	Isobutanol	HCID 6560	—
Reactant	Benzene, 2-fluoro-4-methyl-1-nitro-	HCID 67966	—
Product	4-Methyl-2-(2-methylpropoxy)aniline	HCID 24693559	—
Product	2-Isobutoxy-4-methyl-1-nitrobenzene	HCID 52542186	—

Reaction Steps

3-(2-Methylpropoxy)-4-nitrotoluene (0.78 g) is prepared from 2-methylpropanol (0.46 ml, 5.0 mmol) and 3-fluoro-4-nitrotoluene (0.77 g, 5.0 mmol) following the general procedure G. This is reduced to afford 4-methyl-2-(2-methylpropoxy)aniline (0.47 g) following general procedure C. N-[4-Methyl-2-(2-methylpropoxy)phenyl]-N′-(thiazol-2-yl)urea (210 mg) is prepared from 4-methyl-2-(2-methylpropoxy)aniline (179 mg, 1.0 mmol) and 2-aminothiazole (100 mg, 1.0 mmol) following the general procedure D.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08063081B2
Source dataset	uspto-grants-2011_11
ORD ID	ord-ebb4d40653e444e8800427b8e9dc700d
Source note	uspto-grants-2011_11