ChemicalBook CAS DataBase List 5-(2-CHLOROPHENYL)-1H-TETRAZOLE

5-(2-CHLOROPHENYL)-1H-TETRAZOLE synthesis

9synthesis methods

Product Name:5-(2-CHLOROPHENYL)-1H-TETRAZOLE
CAS Number:50907-46-5
Molecular formula:C7H5ClN4
Molecular Weight:180.59

3717-28-0
105 suppliers
$15.00/5mg

50907-46-5
106 suppliers
$29.00/1g

Yield: 87%

Reaction Conditions:

with diphenyl phosphoryl azide;1,8-diazabicyclo[5.4.0]undec-7-ene in 5,5-dimethyl-1,3-cyclohexadiene for 4 h;Reflux;Green chemistry;Solvent;

Steps:

5-Substituted 1H-Tetrazoles; General Procedure
General procedure: DPPA (0.15 mmol) and DBU (0.30 mmol) were added to a solution of the appropriate aldoxime (0.10 mmol) in xylenes (0.5 mL). After stirring for 2-16 h at reflux, the mixture was cooled to r.t. and sat. aq NaHCO3 (2.0 mL) was added. After stirring for 5 min, the mixture was diluted with water (20 mL). The aqueous layer was then washed with EtOAc (25 mL) and acidified with 1 N aq HCl to pH 2. The aqueous layer was extracted with EtOAc (2 x 30 mL) and the combined organic extracts were washed with brine (30 mL) and dried over Na2SO4. Concentration of the solvent in vacuo followed by purification of the residue on a short column (silica gel, EtOAc-n-hexane, 1:1 to 3:1) gave the desired tetrazole.

References:

Ishihara, Kotaro;Kawashima, Mayumi;Matsumoto, Takatoshi;Shioiri, Takayuki;Matsugi, Masato [Synthesis,2018,vol. 50,# 6,p. 1293 - 1300]

873-32-5 Synthesis