ChemicalBook CAS DataBase List 2-CYANO-N-(2,4-DICHLORO-5-METHOXYPHENYL) ACETAMIDE

2-CYANO-N-(2,4-DICHLORO-5-METHOXYPHENYL) ACETAMIDE synthesis

4synthesis methods

Product Name:2-CYANO-N-(2,4-DICHLORO-5-METHOXYPHENYL) ACETAMIDE
CAS Number:846023-24-3
Molecular formula:C10H8Cl2N2O2
Molecular Weight:259.09

98446-49-2 Synthesis

98446-49-2
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372-09-8
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2-CYANO-N-(2,4-DICHLORO-5-METHOXYPHENYL) ACETAMIDE

846023-24-3
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Yield:846023-24-3 88%

Reaction Conditions:

with diisopropyl-carbodiimide in tetrahydrofuran; for 0.5 h;Product distribution / selectivity;Heating / reflux;

Steps:

4 2-Cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide

EXAMPLE 4 2-Cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide 2,4-Dichloro-5-methoxyaniline (5.00 g, 26 mmol) and cyanoacetic acid (2.28 g, 26.8 mmol) were mixed in 50 mL of tetrahydrofuran until a solution formed. This solution was heated to reflux and 1,3-diisopropylcarbodiimide (4.2 mL, 26.8 mmol) was added dropwise. After 30 minutes the mixture was cooled to ~15° C. in an ice-bath. The solid was collected by filtration and washed with tetrahydrofuran. The filtrate was slowly poured into water and stirred for 30 minutes. The white solid was collected by filtration, washed with water, and was then dissolved in 500 mL of ethyl acetate. The solution was dried over sodium sulfate and concentrated in vacuo to give 5.9 g (88%) of 2-cyano-N-(2,4-dichloro-5-methoxyphenyl)acetamide as a white solid, mp 180-181° C.; ¹H NMR (400 MHz, DMSO-d₆) δ 3.84 (s, 3H), 4.02 (s, 2H), 7.58 (s, 1 H), 7.66 (s, 1 H), 10.00 (s, 1 H); MS (ES) m/z257.0, 259.0 (M-H)- Analysis for C₁₀H₈Cl₂N₂O₂; Calcd: C, 46.36; H, 3.11; N, 10.81. Found: C, 46.25; H, 3.10; N, 10.85.

References:

US2005/43537,2005,A1 Location in patent:Page/Page column 3; 6

98446-49-2 Synthesis

98446-49-2
256 suppliers
$6.00/1g

372-09-8
351 suppliers
$20.00/25g

538-75-0 Synthesis