ChemicalBook CAS DataBase List (2-CHLORO-BENZOYLAMINO)-ACETIC ACID

(2-CHLORO-BENZOYLAMINO)-ACETIC ACID synthesis

7synthesis methods

Product Name:(2-CHLORO-BENZOYLAMINO)-ACETIC ACID
CAS Number:16555-60-5
Molecular formula:C9H8ClNO3
Molecular Weight:213.62

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16555-60-5
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Yield:16555-60-5 88 %Chromat.

Reaction Conditions:

with (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II);1,1'-sulfinylbisbenzene in tetrahydrofuran at 70; for 2.5 h;Inert atmosphere;Sealed tube;Green chemistry;

Steps:

Typical procedure for the ruthenium hydride-catalyzed direct oxidation of alcohols to carboxylic acids with diphenyl sulfoxide

General procedure: Benzyl alcohol 1a (108.1 mg, 1 mmol), diphenyl sulfoxide 2 (202.3 mg, 1 mmol), [RuHCl(CO)(PPh₃)₃] (39.1 mg, 0.04 mmol) and THF (2 mL) were placed in a screw capped test tube. The test tube was purged with argon and sealed. The mixture was stirred at 70 °C for 2.5 h. After the reaction was completed, the solvent was removed under reduce pressure. The residue was purified by silica gel chromatography (petroleum ether/ethyl acetate = 6/1) and recrystallized from H₂O-methanol to give the compound 3a as a white crystal.

References:

Barati, Behjat;Moghadam, Majid;Rahmati, Abbas;Mirkhani, Valiollah;Tangestaninejad, Shahram;Mohammadpoor-Baltork, Iraj [Inorganic Chemistry Communications,2013,vol. 29,p. 114 - 117]

609-65-4 Synthesis