2-Aminothiazole → 3-(2,3-Dimethoxyphenoxy)-4-nitrotoluene

Participants

Role	Name	HCID	Charge
Reactant	2-Aminothiazole	HCID 2155	—
Reactant	Benzene, 2-fluoro-4-methyl-1-nitro-	HCID 67966	—
Reactant	2,3-Dimethoxyphenol	HCID 78828	—
Reactant	2-(2,3-Dimethoxyphenoxy)-4-methylaniline	HCID 66998836	—
Product	N-[2-(2,3-Dimethoxyphenoxy)-4-methylphenyl]-N'-(thiazol-2-yl)urea	HCID 59733062	63%
Product	3-(2,3-Dimethoxyphenoxy)-4-nitrotoluene	HCID 66998924	64%

Reaction Steps

3-(2,3-Dimethoxyphenoxy)-4-nitrotoluene (0.92 g, 64%) was prepared from 2,3-dimethoxyphenol (0.85 g, 5.5 mmol) and 3-fluoro-4-nitrotoluene (0.78 g, 5.0 mmol) following the general procedure A. This was reduced to 2-(2,3-dimethoxyphenoxy)-4-methylaniline (0.65 g, 79%) following general procedure C. N-[2-(2,3-Dimethoxyphenoxy)-4-methylphenyl]-N′-(thiazol-2-yl)urea (120 mg, 63%) was prepared from 2-(2,3-dimethoxyphenoxy)-4-methylaniline (130 mg, 0.5 mmol) and 2-aminothiazole (60 mg, 0.6 mmol) following the general procedure D.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	USRE045670E1
Source dataset	uspto-grants-2015_09
ORD ID	ord-e57a846e0260424aaa05efaf871c9f7f
Source note	uspto-grants-2015_09