Thionyl Chloride → 5-(1H-benzo[d][1,2,3]triazol-1-yl)-4-(naphthalen-1-yl)-1,2,3-thiadiazole

Participants

Role	Name	HCID	Charge
Reactant	Thionyl Chloride	HCID 24386	—
Reactant	N-[(Z)-[2-(benzotriazol-1-yl)-1-naphthalen-1-ylethylidene]amino]-4-methylbenzenesulfonamide	HCID 87167245	—
Product	5-(1H-benzo[d][1,2,3]triazol-1-yl)-4-(naphthalen-1-yl)-1,2,3-thiadiazole	HCID 66820954	—

Reaction Conditions

Temperature	60 °C

Reaction Steps

A mixture of (Z)—N′-(2-(1H-benzo[d][1,2,3]triazol-1-yl)-1-(naphthalen-1-yl)ethylidene)-4-methylbenzenesulfonohydrazide (1 g, 2.19 mmol) and SOCl2 (25 mL) was stirred at 60° C. for 18 h and then concentrated and purified by TLC (100% DCM) to afford 5-(1H-benzo[d][1,2,3]triazol-1-yl)-4-(naphthalen-1-yl)-1,2,3-thiadiazole as an amber solid.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08372807B2
Source dataset	uspto-grants-2013_02
ORD ID	ord-930b32bd524648e1850db6ebee9c4e5e
Source note	uspto-grants-2013_02