439509
3-Acetyl-2,5-dichlorothiophene
98%
Synonym(s):
2,5-Dichloro-3-thienyl methyl ketone
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About This Item
Empirical Formula (Hill Notation):
C6H4Cl2OS
CAS Number:
Molecular Weight:
195.07
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
252-893-3
MDL number:
Assay:
98%
InChI key
GYFDNIRENHZKGR-UHFFFAOYSA-N
InChI
1S/C6H4Cl2OS/c1-3(9)4-2-5(7)10-6(4)8/h2H,1H3
SMILES string
CC(=O)c1cc(Cl)sc1Cl
assay
98%
mp
37-40 °C (lit.)
Application
3-Acetyl-2,5-dichlorothiophene may be used in the following syntheses:
- substituted chalcones
- AL-4623A and AL-4862 (brinzolamide), inhibitors of topical carbonic anhydrase
- 2,5-dichlorothiophene-3-carboxylic acid, which is the starting reagent required for the synthesis of 2,5-dichloro-N-(substituted amino-carbonothioyl)thiophene-3-carboxamides and 2-(substituted amino)-4H-thieno[3,2-e]-1,3-thiazin-4-ones
signalword
Warning
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Thienopyridone Antibacterials V. Synthesis of Some N (7)-Azacyclohexyl-4-oxothieno [2, 3-b] pyridine-5-carboxylic Acids and Related Congeners.
Al-Jaber HI, et al.
Zeitschrift fur Naturforschung, B: Chemical Sciences, 19(11), 1625-1625 (2009)
Facile synthesis of 2-(substituted amino)-4H-thieno [3, 2-e]-1, 3-thiazin-4-ones.
Abu-El-Halawa R, et al.
Monatshefte fur Chemie / Chemical Monthly, 139(10), 1251-1255 (2008)
Enantioselective Synthesis of Brinzolamide (AL-4862), a New Topical Carbonic Anhydrase Inhibitor. The ?DCAT Route? to Thiophenesulfonamides.
Conrow RE, et al.
Organic Process Research & Development, 3(2), 114-120 (1999)
Thienopyridone Antibacterials. Part IV [1]. Synthesis of Some N (7)-Heteroaryl-4-oxothieno [2, 3-b] pyridine-5-carboxylic Acids and Esters.
Sweidan NI, et al.
Letters in Organic Chemistry, 7(1), 79-84 (2010)
V Tomar et al.
Bioorganic & medicinal chemistry letters, 17(19), 5321-5324 (2007-08-28)
Two new series of chalcones have been synthesized by reacting 1-(4-piperazin-1-yl-phenyl)ethanone and 1-(2,5-dichloro-3-thienyl)-1-ethanone with different substituted benzaldehydes in turn by Claisen-Schmidt condensation. The compounds have been characterized by IR, (1)H NMR spectral and microanalysis data. All the synthesized compounds have
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