ChemicalBook CAS DataBase List BENTRANIL

BENTRANIL synthesis

14synthesis methods

Product Name:BENTRANIL
CAS Number:1022-46-4
Molecular formula:C14H9NO2
Molecular Weight:223.23

88-67-5 Synthesis

88-67-5
534 suppliers
$5.00/5g

100-47-0
363 suppliers
$14.14/25gm:

1022-46-4
76 suppliers
$90.00/25mg

Yield: 87%

Reaction Conditions:

with 1-butyl-3-methylimidazolium hydroxide in neat (no solvent) for 3 h;Green chemistry;Reagent/catalyst;Solvent;Temperature;

Steps:

4H-benzo[d][1,3-]oxazin-4-one: Procedure
General procedure: A mixture of benzonitrile(2.0 mmol) and o-iodobenzoic acid (2.0 mmol) and [bmIm]OH (35mol) was stirred at room temperature for (3-5) h. After completion of reaction as indicated byTLC, 20mL of water was added to the reaction mixture and stirred well. The product was extracted with ether (3×20 mL). The combined organic layers were dried over anhydrous Na₂SO₄ to afford the crude product, this crude product was taken to column in order to obtain analytically pure compound 4(a-m)(77-91%). After isolation of the product, the remaining aqueous layer containing the ionic liquid was washed with ether (2x10mL) to remove organic impurity and filtered. The filtrate was extracted with dichloromethane(2×10mL), dried over MgSO₄ and evaporated under reduced pressure to afford [bmIm]OH, which was reused five times in subsequent runs without further purification.

References:

Waseem, Malik Abdul;Shireen;Srivastava, Anjali;Srivastava, Arjita;Rahila;Siddiqui [Tetrahedron Letters,2014,vol. 55,# 44,p. 6072 - 6076] Location in patent:supporting information

948-65-2 Synthesis