2-Aminothiazole → N-[2-(2,3-Dimethoxyphenoxy)-3-methylphenyl]-N'-(thiazol-2-yl)urea

Participants

Role	Name	HCID	Charge
Reactant	2-Aminothiazole	HCID 2155	—
Reactant	2-Chloro-3-nitrotoluene	HCID 77591	—
Reactant	2,3-Dimethoxyphenol	HCID 78828	—
Reactant	2-(2,3-Dimethoxyphenoxy)-3-methylaniline	HCID 66999024	—
Product	N-[2-(2,3-Dimethoxyphenoxy)-3-methylphenyl]-N'-(thiazol-2-yl)urea	HCID 59732737	61%
Product	2-(2,3-Dimethoxyphenoxy)-3-nitrotoluene	HCID 66998928	56%

Reaction Steps

2-(2,3-Dimethoxyphenoxy)-3-nitrotoluene (0.80 g, 56%) was prepared from 2,3-dimethoxyphenol (0.85 g, 5.5 mmol) and 2-chloro-3-nitrotoluene (0.85 g, 5.0 mmol) following the general procedure A. This was reduced to 2-(2,3-dimethoxyphenoxy)-3-methylaniline (0.54 g, 76%) following general procedure C. N-[2-(2,3-Dimethoxyphenoxy)-3-methylphenyl]-N′-(thiazol-2-yl)urea (116 mg, 61%) was prepared from 2-(2,3-dimethoxyphenoxy)-3-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	US08063081B2
Source dataset	uspto-grants-2011_11
ORD ID	ord-275b2c0af6ee4fd783611fe090757f13
Source note	uspto-grants-2011_11