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ChemicalBook CAS DataBase List 2-iodo-N-propylbenzamide
333349-52-3

2-iodo-N-propylbenzamide synthesis

3synthesis methods
-

Yield:333349-52-3 532 mg

Reaction Conditions:

with triethylamine in dichloromethane at 20; for 1 h;

Steps:

General procedure for the synthesis of compounds 1b-x

General procedure: The solution of 2-iodobenzoic acid (2 mmol) in thionyl chloride (2 mL) was refluxed for 1h. After completion of the reaction, the liquid was removed under reduced pressure. Then the residue was dissolved with anhydrous DCM (1 mL) and added dropwise to the mixture (DCM (1 mL), triethylamine (6 mmol) and amine (2.4 mmol) or ammonium acetate (3 mmol)). After the reaction was completed by monitoring in TLC, water (20 mL) was added to the mixture and the aqueous phase was extracted with DCM (20 mL × 3). The combined organic layers were washed with HCl (aq.2 M), saturated NaHCO3 (aq.) and brine, dried with anhydrous Na2SO4, filtered and concentrated. The crude was washed (petroleum ether/dichloromethane = 50/1, v/v) and filtered to afford 1b-x.

References:

Wang, Yingying;Zhou, Yang;Lei, Min;Hou, Jinjun;Jin, Qinghao;Guo, Dean;Wu, Wanying [Tetrahedron,2019,vol. 75,# 9,p. 1180 - 1185] Location in patent:supporting information