2-Aminothiazole → Methyl 2-(2-nitrophenylthio)benzoate

Participants

Role	Name	HCID	Charge
Reactant	2-Aminothiazole	HCID 2155	—
Reactant	Benzoic acid, 2-mercapto-, methyl ester	HCID 21009	—
Reactant	1-Fluoro-2-nitrobenzene	HCID 73895	—
Reactant	Methyl 2-[(2-aminophenyl)sulfanyl]benzoate	HCID 614949	—
Product	Methyl 2-(2-nitrophenylthio)benzoate	HCID 57362693	80%
Product	N-[2-(2-Methoxycarbonylphenylsulfanyl)phenyl]-N'-(thiazol-2-yl)urea	HCID 59733061	74%

Reaction Steps

2-(2-Methoxycarbonylphenylsulfanyl)nitrobenzene (1.15 g, 80%) was prepared from methyl thiosalicylate (0.92 g, 5.5 mmol) and 2-fluoronitrobenzene (0.71 g, 5.0 mmol) following the general procedure A. This compound was reduced to 2-(2-methoxycarbonyl-phenylsulfanyl)aniline (0.75 g, 73%) following the general procedure B. N-[2-(2-Methoxycarbonylphenylsulfanyl)phenyl]-N′-(thiazol-2-yl)urea (142 mg, 74%) was prepared from 2-(2-methoxycarbonylphenylsulfanyl)aniline (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-9e932a8539694bd4bb5e2ec9995396e9
Source note	uspto-grants-2011_11