2-Chloro-N-[5-(4-methoxyphenyl)-1,3,4-thiadiazol-2-yl]acetamide synthesis

5synthesis methods

Product Name:2-Chloro-N-[5-(4-methoxyphenyl)-1,3,4-thiadiazol-2-yl]acetamide
CAS Number:18199-99-0
Molecular formula:C11H10ClN3O2S
Molecular Weight:283.73

2-AMINO-5-(4-METHOXYPHENYL)-1,3,4-THIADIAZOLE

1014-25-1
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$12.00/250mg

79-04-9 Synthesis

79-04-9
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$12.00/5g

2-Chloro-N-[5-(4-methoxyphenyl)-1,3,4-thiadiazol-2-yl]acetamide

18199-99-0
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Yield:18199-99-0 95%

Reaction Conditions:

with triethylamine in 1,4-dioxane at 20; for 4.16667 h;

Steps:

2-Chloro-N-f5-(4-methoxyphenyl)-1 ,3,4-thiadiazol-2-vnacetamide

To a mixture of 2-amino-5-(4-methoxyphenyl)-1 ,3,4-thiadiazole (417 mg, 2.03 mmol) and triethylamine (425 μΙ, 3.05 mmol) in 15 ml dioxane was added drop-wise chloroacetyl chloride (206 μΙ, 2.54 mmol) in 10 ml dioxane over a period of 10 min. The reaction was stirred at room temperature for 4 hours and then poured into 75 ml of water. The resulting precipitate was filtered off and washed with water and dried to give the title product (525 mg, 95%). (0296) LC-MS (ES): 284.1 (M+H), ¹H NMR (DMSO-d₆) δ 12.96 (s, 1 H), 7.89 (d, 2H), 7.09 (d, 2H), 4.46 (s, 2H), 3.83 (s, 3H).

References:

WO2017/186893,2017,A1 Location in patent:Page/Page column 39

100-09-4 Synthesis