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ChemicalBook CAS DataBase List 3,4,5-TRICHLOROTHIOPHENE-2-CARBONYL CHLORIDE

3,4,5-TRICHLOROTHIOPHENE-2-CARBONYL CHLORIDE synthesis

1synthesis methods
3,4,5-Trichlorothiophene-2-carbonyl chloride synthesis: A mixture of 3,4,5-trichloro-2-thiophenecarboxylic acid (20.4 g, 0.088 mol), SOCl2 (7.3 mL, 0.1 mol), and DMF (0.2 mL) in 80 mL of 1,2-dichloroethane was heated at reflux temperature for 3 h. The reaction mixture became homogeneous after 1 h of heating. The solution was cooled to 25℃, concentrated and placed under high vacuum to remove residual solvent, giving 22.0 g (98% wt.) of 3,4,5-trichloro-2-thiophenecarbonyl chloride as an oil which solidified on standing to an off-white powder; m.p. 37-41℃, having a GC area % purity > 99%.
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Yield:24422-15-9 22.0 g (>98% wt)

Reaction Conditions:

with thionyl chloride in N,N-dimethyl-formamide;

Steps:

7 3,4,5-Trichloro-2-thiophenecarbonyl chloride

EXAMPLE 7 3,4,5-Trichloro-2-thiophenecarbonyl chloride A mixture of 20.4 g (0.088 mole) of 3,4,5-trichloro-2-thiophenecarboxylic acid, 7.3 mL (0.1 mole) of thionyl chloride, 0.2 mL of DMF and 80 mL of 1,2-dichloroethane was heated at reflux temperature for 3 h. The reaction mixture became a clear solution after 1 h of heating. The mixture was allowed to cool to RT, concentrated in vacuo and exposed to high vacuum to give 22.0 g (>98% wt) an oil which solidified upon standing to an off-white powder, mp 37°-41° C.

References:

US6096898,2000,A

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