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2-ACETYL-4-CHLOROTHIOPHENE

Product Name
2-ACETYL-4-CHLOROTHIOPHENE
CAS No.
34730-20-6
Chemical Name
2-ACETYL-4-CHLOROTHIOPHENE
Synonyms
1-(4-chlorothiophen-2-yl)ethan-1-one;Avatrombopag Impurity 26;4-chloro-2-acetothiophene;Avatroposide impurities33;2-ACETYL-4-CHLOROTHIOPHENE;2-acetyl-4-chlopothiophene;2-Acetyl-4-chlorothiophene, 98;1-(4-chlorothien-2-yl)ethanone;Ethanone, 1-(4-chloro-2-thienyl)-;1-(4-Chlorothiophen-2-yl)ethanone
CBNumber
CB9690448
Molecular Formula
C6H5ClOS
Formula Weight
160.62
MOL File
34730-20-6.mol
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2-ACETYL-4-CHLOROTHIOPHENE Property

Boiling point:
263.0±25.0 °C(Predicted)
Density 
1.334
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
Appearance
Light yellow to brown Liquid
InChI
InChI=1S/C6H5ClOS/c1-4(8)6-2-5(7)3-9-6/h2-3H,1H3
InChIKey
FKESGQASARHBDC-UHFFFAOYSA-N
SMILES
C(=O)(C1SC=C(Cl)C=1)C
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Safety

Risk Statements 
36
Safety Statements 
26
RIDADR 
UN2810
HazardClass 
6.1
HS Code 
2934999090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H331Toxic if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P405Store locked up.

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N-Bromosuccinimide Price

TRC
Product number
C611233
Product name
1-(4-chlorothiophen-2-yl)ethanone
Packaging
2.5g
Price
$155
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC139326
Product name
1-(4-Chlorothiophen-2-yl)ethanone
Packaging
25g
Price
$354
Updated
2021/12/16
Biosynth Carbosynth
Product number
FC139326
Product name
1-(4-Chlorothiophen-2-yl)ethanone
Packaging
10g
Price
$177
Updated
2021/12/16
AK Scientific
Product number
W5634
Product name
1-(4-Chlorothiophen-2-yl)ethanone
Packaging
5g
Price
$222
Updated
2021/12/16
Apolloscientific
Product number
OR929222
Product name
2-Acetyl-4-chlorothiophene
Purity
95%
Packaging
5g
Price
$250
Updated
2021/12/16
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2-ACETYL-4-CHLOROTHIOPHENE Chemical Properties,Usage,Production

Description

2-Acetyl-4-chlorothiophene is an oxychloride that belongs to the family of thiourea derivatives. It is synthesized by reacting phosphorus oxychloride with 2,3-dichloroacetophenone in a solvent such as dioxane or acetonitrile. The final product is purified by means of vacuum distillation and recrystallization from diethyl ether, hexane, and chlorinated hydrocarbons.

Reactions

Pd(OAc)2 catalysed the direct arylation of some functionalized halothiophene derivatives allowing the synthesis in only one step of polyfunctionalized arylated thiophenes. In the presence of 2-acetyl-4-chlorothiophene and various aryl bromides, the 5-arylation products were obtained in moderate to high yields employing only 0.5 mol% catalyst. Researchers studied the coupling of 2-acetyl-4-chlorothiophene with several aryl bromides employing 0.5 mol% Pd(OAc)2 as the catalyst and KOAc as the base. These phosphine-free catalyst reaction conditions allowed the successful coupling of several aryl bromides to more simple thiophene derivatives. Using such conditions, the 5-arylated thiophenes were obtained with high isolated yields. With this procedure, the priority for the arylation of this 2,4-disubstituted thiophene is the 5-position. Moreover, no formation of by-products, such as thiophene oligomers, due to the oxidative addition of this chlorothiophene to palladium was detected during these reactions[1]. 

Synthesis

88-15-3

34730-20-6

The general procedure for the synthesis of 2-acetyl-4-chlorothiophene from 2-acetylthiophene was as follows: 1-(2-thienyl)ethanone (5 g, 39.6 mmol) was dissolved in CHCl3 (50 mL) at 0 °C and AlCl3 (16 g, 0.119 mol) was added in batches. After 30 min of reaction, a solution of Cl2 in CCl4 (0.4 M) was added slowly and dropwise through the addition funnel. The reaction mixture was gradually warmed to 25 °C over 12 h and subsequently partitioned between ice water and dichloromethane. The organic layer was washed with 1N NaOH solution, dried over Na2SO4, concentrated and purified by column chromatography (silica gel, 0.5% EtOAc in hexane solution) to afford 2-acetyl-4-chlorothiophene (2.3 g, 36% yield) as a yellow oil.LC-MS (ES) m/z = 161 (M + H)+.

References

[1] Kassem Beydoun, Henri Doucet. “Palladium-catalyzed direct 5-arylation of formyl- or acetyl-halothiophene derivatives.” Journal of Organometallic Chemistry 696 9 (2011): Pages 1749-1759.

2-ACETYL-4-CHLOROTHIOPHENE Preparation Products And Raw materials

Raw materials

Preparation Products

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2-ACETYL-4-CHLOROTHIOPHENE Suppliers

Nanjing the parson's chemical technology co., LTD
Tel
025-58786926 18951781718
Fax
025-58786926
Email
zbbgz2009@163.com
Country
China
ProdList
300
Advantage
58
Jinan XinKe Pharmaceutical Technology Co., Ltd.
Tel
18660188356
Fax
0531-88259693
Email
2820602043@qq.com
Country
China
ProdList
110
Advantage
58
Alfa Aesar
Tel
400-6106006
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30123
Advantage
84
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44801
Advantage
61
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
chenyj@titansci.com
Country
China
ProdList
14101
Advantage
59
Accela ChemBio Co.,Ltd.
Tel
021-50795510 4000665055
Fax
021-50795055
Email
sales@accelachem.com
Country
China
ProdList
11035
Advantage
64
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42934
Advantage
64
Shanghai Ennopharm Co., Ltd.
Tel
+86 (21) 6435-5022
Country
China
ProdList
4267
Advantage
65
Shanghai Sunway Pharmaceutical Technology Co., Ltd
Tel
18270980682
Fax
021 51613951
Email
mlcheng@sunwaypharm.cn
Country
China
ProdList
8669
Advantage
57
Changzhou Wanyao Biotechnology Co., Ltd.
Tel
0519-89185693 15312551983
Fax
0519-89185693
Email
2410037592@qq.com
Country
China
ProdList
261
Advantage
55
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View Lastest Price from 2-ACETYL-4-CHLOROTHIOPHENE manufacturers

Zison Pharmaceutical (Shandong) Co., Ltd.
Product
2-acetyl-4-chlorothiophene 34730-20-6
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
>98% by GC
Supply Ability
50kg
Release date
2023-01-09
Hebei Chuanghai Biotechnology Co., Ltd
Product
2-ACETYL-4-CHLOROTHIOPHENE 34730-20-6
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2025-03-12
Suzhou Nordica Biopharma CO.,LTD
Product
1-(4-chlorothiophen-2-yl)ethan-1-one 34730-20-6
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
2 tons
Release date
2024-11-15

34730-20-6, 2-ACETYL-4-CHLOROTHIOPHENERelated Search:


  • 2-ACETYL-4-CHLOROTHIOPHENE
  • 1-(4-chlorothien-2-yl)ethanone
  • 2-Acetyl-4-chlorothiophene, 98
  • 4-chloro-2-acetothiophene
  • 1-(4-chlorothiophen-2-yl)ethan-1-one
  • 1-(4-Chlorothiophen-2-yl)ethanone
  • Ethanone, 1-(4-chloro-2-thienyl)-
  • 2-acetyl-4-chlopothiophene
  • Avatrombopag Impurity 26
  • 2-ACETYL-4-CHLOROTHIOPHENE ISO 9001:2015 REACH
  • Avatroposide impurities33
  • 1-(3,4-dichloro-6-((4-(4-chlorothiophen-2-yl)-5-(4-cyclohexylpiperazin-1-yl)thiazol-2-yl)carbamoyl)pyridin-2-yl)piperidine-4-carboxylic acid
  • 34730-20-6
  • Intermediate
  • Sulfur compounds