2-Chlorobenzoic Acid → 2-(2-Chlorophenyl)-5-nitrobenzo[d]thiazole

Participants

Role	Name	HCID	Charge
Reactant	2-Chlorobenzoic Acid	HCID 8374	—
Reactant	Sodium Hydroxide	HCID 14798	—
Reactant	2-Amino-4-nitrobenzenethiol	HCID 6336400	—
Reactant	Phosphorus Pentoxide-Methanesulfonic Acid	HCID 86584057	—
Solvent	Water	HCID 962	—
Product	2-(2-Chlorophenyl)-5-nitrobenzo[d]thiazole	HCID 67333501	98.5%

Reaction Conditions

Temperature	130 °C

Reaction Steps

2-Amino-4-nitrobenzenethiol (315 mg, 1.85 mmol), 2-chlorobenzoic acid (290 mg, 1.85 mmol) and Eaton's reagent (5 mL) were combined and heated in the microwave at 130° C. for 10 min. After cooling, the mixture was poured into water and basified with 5M aqueous sodium hydroxide to give a precipitate, which was filtered off and dried to afford 530 mg (98%) of the title compound.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08518980B2
Source dataset	uspto-grants-2013_08
ORD ID	ord-0d0483f5ac964d46851891e7aeae97b7
Source note	uspto-grants-2013_08