ChemicalBook CAS DataBase List 2-CHLORO-N-[4-(4-CHLOROPHENYL)-1,3-THIAZOL-2-YL]ACETAMIDE

2-CHLORO-N-[4-(4-CHLOROPHENYL)-1,3-THIAZOL-2-YL]ACETAMIDE synthesis

4synthesis methods

Product Name:2-CHLORO-N-[4-(4-CHLOROPHENYL)-1,3-THIAZOL-2-YL]ACETAMIDE
CAS Number:6125-31-1
Molecular formula:C11H8Cl2N2OS
Molecular Weight:287.17

2103-99-3 Synthesis

2103-99-3
150 suppliers
$9.00/250mg

79-04-9 Synthesis

79-04-9
355 suppliers
$12.00/5g

2-CHLORO-N-[4-(4-CHLOROPHENYL)-1,3-THIAZOL-2-YL]ACETAMIDE

6125-31-1
17 suppliers
$58.00/100mg

Yield:6125-31-1 100%

Reaction Conditions:

Stage #1: 4-(4-chlorophenyl)-2-thiazolaminewith triethylamine in dichloromethane at 0 - 5; for 0.5 h;
Stage #2: chloroacetyl chloride in dichloromethane at 0 - 20; for 2 h;

Steps:

The general procedure for the preparation of the known 2-(2-chloroacetamido)thiazoles (7) involved a modification of the procedure reported by Xu and collegues18.

General procedure: A solution of 2-amino-4-phenylthiazole 6a (0.530 g, 3 mmol) and Et3N (560 μL, 4 mmol) in dichloromethane (15 mL) was cooled to 0-5 C in an ice-bath and stirred for 30 min. 2-Chloroacetyl chloride (578 μL, 6.6 mmol) in dry dichloromethane (1.5 mL) was then added slowly, and the reaction mixture was allowed to warm to room temperature and stirred until the amine was completely consumed (ca. 1 h, as monitored by TLC). The reaction mixture was diluted with dichloromethane and washed successively with water and saturated brine. The organic layer was dried over anhydrous Na2SO4, the solvent was removed under reduced pressure and the residue was recrystallised from ethanol to give compound 7a (0.413 g, 54%) as light-grey crystals, mp 170-171 oC (Lit.18,20,26 171-173 oC). The remaining analogues were obtained similarly [7b (100%) as a brown solid, mp 194-195 oC (Lit.27 mp not cited); 7c (64%) as a brown solid, mp 241-243 oC (Lit.27 mp not cited); 7d (64%) as a brown solid, mp 135-137 oC (Lit.28 135 oC); 7e (0.262 g, 88%) as a yellow solid, mp 174-176 C (Lit.29 175 oC); 7f (70%) as a light-brown solid, mp 213-216 oC (Lit.30 216 oC).

References:

Olawode, Emmanuel O.;Tandlich, Roman;Prinsloo, Earl;Isaacs, Michelle;Hoppe, Heinrich;Seldon, Ronnett;Warner, Digby F.;Steenkamp, Vanessa;Kaye, Perry T. [Arkivoc,2018,vol. 2018,# 7,p. 110 - 118]

99-91-2 Synthesis

99-91-2
425 suppliers
$10.00/25g

6125-31-1
17 suppliers
$58.00/100mg

References

536-38-9 Synthesis

536-38-9
307 suppliers
$9.00/5g

6125-31-1
17 suppliers
$58.00/100mg

References

937-20-2
201 suppliers
$15.00/5G

6125-31-1
17 suppliers
$58.00/100mg

References