Categories
5-CHLOROTHIOPHENE-2-CARBONYL CHLORIDE
- CAS: 42518-98-9
- Purity: 99%
- Reputable supplier selling 5-CHLOROTHIOPHENE-2-CARBONYL CHLORIDE 42518-98-9 with stock
Reputable supplier selling 5-CHLOROTHIOPHENE-2-CARBONYL CHLORIDE 42518-98-9 with stock
- Molecular Formula: C5H2Cl2OS
- Molecular Weight: 181.042
- Vapor Pressure: 0.0937mmHg at 25°C
- Refractive Index: 1.593
- Boiling Point: 223.9 °C at 760 mmHg
- Flash Point: 89.2 °C
- PSA： 45.31000
- Density: 1.543 g/cm3
- LogP: 2.78050
5-CHLOROTHIOPHENE-2-CARBONYL CHLORIDE(Cas 42518-98-9) Usage
InChI:InChI=1/C5H2Cl2OS/c6-4-2-1-3(9-4)5(7)8/h1-2H
42518-98-9 Relevant articles
Syntheses of [14C]BAY 59-7939 and its radiolabeled metabolite M-4
Pleiss,Seidel,Grosser
, p. 929 - 934 (2006)
BAY 59-7939 is a novel, oral, direct Fac...
Enantioselective Allylic Substitution of Morita-Baylis-Hillman Adducts Catalyzed by Chiral Bifunctional Ferrocenylphosphines
Zhu, Linglong,Hu, Haiwen,Qi, Liang,Zheng, Yi,Zhong, Weihui
, p. 2139 - 2144 (2016)
A series of air-stable chiral ferrocenyl...
Benzo[1,2-b:4,5- b ′]diselenophene-fused nonfullerene acceptors with alternative aromatic ring-based and monochlorinated end groups: A new synergistic strategy to simultaneously achieve highly efficient organic solar cells with the energy loss of 0.49 eV
Wan, Shi-Sheng,Xu, Xiaopeng,Wang, Jin-Liang,Yuan, Gui-Zhou,Jiang, Zhao,Ge, Gao-Yang,Bai, Hai-Rui,Li, Zheng,Peng, Qiang
, p. 11802 - 11813 (2019)
Herein, a new synergistic strategy using...
Exploiting the HSP60/10 chaperonin system as a chemotherapeutic target for colorectal cancer
Ray, Anne-Marie,Salim, Nilshad,Stevens, Mckayla,Chitre, Siddhi,Abdeen, Sanofar,Washburn, Alex,Sivinski, Jared,O'Hagan, Heather M.,Chapman, Eli,Johnson, Steven M.
, (2021/05/13)
Over the past few decades, an increasing...
Nickel-Catalyzed Oxidative Transamidation of Tertiary Aromatic Amines with N -Acylsaccharins
Liu, Shengzhang,Yang, Lingyun,Tao, Jiasi,Yu, Weijie,Wang, Tao,Fu, Junkai
supporting information, p. 1642 - 1646 (2021/06/21)
The use of tertiary amines as surrogates...
Pine Rosin as a Valuable Natural Resource in the Synthesis of Fungicide Candidates for Controlling Fusarium oxysporum on Cucumber
Mao, Shiying,Wu, Chengyu,Gao, Yanqing,Hao, Jin,He, Xiaohua,Tao, Pan,Li, Jian,Shang, Shibin,Song, Zhanqian,Song, Jie
, p. 6475 - 6484 (2021/06/28)
To improve the effect of pine rosin in p...
Highly regioselective and stereoselective synthesis of C-Aryl glycosidesvianickel-catalyzedortho-C-H glycosylation of 8-aminoquinoline benzamides
Chen, Xi,Ding, Ya-Nan,Gou, Xue-Ya,Liang, Yong-Min,Luan, Yu-Yong,Niu, Zhi-Jie,Shi, Wei-Yu,Zhang, Zhe,Zheng, Nian
supporting information, p. 8945 - 8948 (2021/09/10)
C-Aryl glycosides are of high value as d...
42518-98-9 Process route
-
-
6310-09-4
2-acetyl-5-chlorothiophene
-
-
42518-98-9
5-chlorothiophene-2-carbonyl chloride
| Conditions | Yield |
|---|---|
|
2-acetyl-5-chlorothiophene;
With
pyridine; disulfur dichloride;
In
chlorobenzene;
at 20 ℃;
for 2h;
With
sulfuryl dichloride;
In
chlorobenzene;
at 20 - 132 ℃;
for 15.5h;
|
80%
|
|
With
pyridine; thionyl chloride;
at 70 - 137 ℃;
for 17.75h;
|
76%
|
|
Multi-step reaction
with
2
steps
1: dioxane; alkaline aqueous sodium hypobromite solution
2: thionyl chloride
With
1,4-dioxane; thionyl chloride; alkaline aqueous sodium hypobromite solution;
|
|
|
2-acetyl-5-chlorothiophene;
With
pyridine; sulfur monochloride;
In
chlorobenzene;
at 75 ℃;
for 2.5h;
In
chlorobenzene;
at 137 ℃;
for 19h;
|
|
|
With
pyridine; disulfur dichloride;
at 137 ℃;
for 20h;
|
68 %Spectr.
|
-
-
24065-33-6
5-Chlorothiophene-2-carboxylic acid
-
-
42518-98-9
5-chlorothiophene-2-carbonyl chloride
| Conditions | Yield |
|---|---|
|
With
thionyl chloride;
N,N-dimethyl-formamide;
In
dichloromethane;
for 16h;
Heating / reflux;
|
100%
|
|
With
oxalyl dichloride;
In
dichloromethane;
for 16h;
Reflux;
|
100%
|
|
With
thionyl chloride; N,N-dimethyl-formamide;
In
dichloromethane;
at 40 ℃;
for 4h;
Solvent;
Reagent/catalyst;
Temperature;
|
100%
|
|
With
thionyl chloride;
at 60 ℃;
for 2h;
|
97%
|
|
With
thionyl chloride;
In
toluene;
at 80 - 105 ℃;
for 3h;
|
97%
|
|
With
thionyl chloride;
In
toluene;
at 80 - 105 ℃;
for 3h;
Reflux;
|
97%
|
|
With
bis(trichloromethyl) carbonate; N,N-dimethyl-formamide;
In
toluene;
at 80 ℃;
for 0.0147222h;
Solvent;
Temperature;
Inert atmosphere;
Green chemistry;
|
96.3%
|
|
With
thionyl chloride; N,N-dimethyl-formamide;
In
toluene;
at 5 - 80 ℃;
for 5h;
|
95%
|
|
With
thionyl chloride;
In
toluene;
at 70 - 105 ℃;
|
89.78%
|
|
With
oxalyl dichloride; N,N-dimethyl-formamide;
In
dichloromethane;
at 20 ℃;
for 15h;
|
87%
|
|
With
oxalyl dichloride;
N,N-dimethyl-formamide;
In
dichloromethane;
at 20 ℃;
for 15h;
|
87%
|
|
With
oxalyl dichloride;
N,N-dimethyl-formamide;
In
dichloromethane;
at 20 ℃;
for 15h;
|
87%
|
|
With
thionyl chloride;
In
N,N-dimethyl-formamide; toluene;
at 20 - 80 ℃;
Inert atmosphere;
|
72%
|
|
With
thionyl chloride;
|
|
|
With
oxalyl dichloride;
In
dichloromethane;
Heating;
|
|
|
With
thionyl chloride;
for 0.25h;
Heating;
|
|
|
With
oxalyl dichloride; N,N-dimethyl-formamide;
In
dichloromethane;
|
|
|
With
thionyl chloride;
In
toluene;
at 75 - 80 ℃;
for 1.91667h;
Heating / reflux;
|
|
|
With
thionyl chloride;
In
toluene;
at 75 - 80 ℃;
for 1.91667h;
|
|
|
With
thionyl chloride;
In
dichloromethane;
for 1.75h;
Heating / reflux;
|
|
|
With
thionyl chloride;
In
toluene;
at 75 - 80 ℃;
for 2.83333h;
Heating / reflux;
|
|
|
With
thionyl chloride;
N,N-dimethyl-formamide;
for 1h;
Heating / reflux;
|
|
|
With
oxalyl dichloride;
In
dichloromethane; N,N-dimethyl-formamide;
at 20 ℃;
|
|
|
With
oxalyl dichloride;
In
dichloromethane;
at 0 ℃;
for 1h;
|
|
|
With
thionyl chloride;
|
|
|
With
thionyl chloride;
|
46,1 g (99%)
|
|
With
thionyl chloride;
In
toluene;
|
|
|
With
oxalyl dichloride; N,N-dimethyl-formamide;
In
dichloromethane;
at 20 ℃;
for 3h;
|
|
|
With
thionyl chloride;
|
|
|
With
oxalyl dichloride; N,N-dimethyl-formamide;
In
dichloromethane;
at -30 ℃;
for 1.5h;
|
|
|
With
thionyl chloride;
|
|
|
With
thionyl chloride; N,N-dimethyl-formamide;
In
dichloromethane;
for 2h;
Heating / reflux;
|
|
|
With
thionyl chloride;
|
|
|
With
thionyl chloride;
|
|
|
With
thionyl chloride;
In
dichloromethane;
at 20 ℃;
Product distribution / selectivity;
Reflux;
|
|
|
With
oxalyl dichloride;
N,N-dimethyl-formamide;
In
dichloromethane;
for 1.16667h;
|
|
|
With
thionyl chloride;
N,N-dimethyl-formamide;
Product distribution / selectivity;
Heating / reflux;
|
|
|
With
oxalyl dichloride;
In
ethyl acetate; N,N-dimethyl-formamide;
at 0 ℃;
for 2h;
Inert atmosphere;
|
|
|
With
thionyl chloride;
In
toluene;
at 75 - 80 ℃;
for 1h;
Product distribution / selectivity;
Reflux;
|
|
|
With
oxalyl dichloride; N,N-dimethyl-formamide;
In
dichloromethane;
for 1h;
Inert atmosphere;
Reflux;
|
16.7 g
|
|
With
thionyl chloride;
for 2h;
Reflux;
|
|
|
With
thionyl chloride; N,N-dimethyl-formamide;
In
toluene;
at 110 ℃;
for 2h;
Inert atmosphere;
|
|
|
With
thionyl chloride;
at 25 - 70 ℃;
for 1h;
|
|
|
With
thionyl chloride;
In
toluene;
for 6h;
Reflux;
|
|
|
With
thionyl chloride;
|
|
|
With
thionyl chloride; N,N-dimethyl-formamide;
for 5h;
Time;
Reflux;
|
|
|
With
thionyl chloride;
In
benzene;
at 105 ℃;
for 2h;
|
|
|
With
oxalyl dichloride;
In
tetrahydrofuran;
at 25 - 30 ℃;
for 2h;
|
|
|
With
thionyl chloride;
for 2h;
Heating;
Reflux;
|
|
|
With
thionyl chloride;
In
toluene;
at 80 ℃;
|
|
|
With
thionyl chloride;
at 25 - 70 ℃;
for 1h;
|
|
|
With
thionyl chloride; N,N-dimethyl-formamide;
In
dichloromethane;
at 40 - 45 ℃;
for 2h;
|
|
|
With
oxalyl dichloride; N,N-dimethyl-formamide;
In
dichloromethane;
at 0 - 20 ℃;
for 1h;
|
|
|
With
thionyl chloride; N,N-dimethyl-formamide;
In
dichloromethane;
at 10 - 43 ℃;
for 3h;
Large scale;
|
|
|
With
bis(trichloromethyl) carbonate;
In
N,N-dimethyl-formamide; toluene;
at 110 ℃;
|
|
|
With
thionyl chloride;
In
toluene;
Reflux;
|
68 g
|
|
With
oxalyl dichloride; triethylamine;
In
dichloromethane;
for 1h;
Reflux;
|
|
|
With
thionyl chloride;
In
toluene;
at 75 - 80 ℃;
for 2h;
Inert atmosphere;
|
|
|
With
oxalyl dichloride;
at 20 ℃;
for 7h;
|
|
|
With
oxalyl dichloride;
In
toluene;
at 75 - 80 ℃;
for 0.5h;
Solvent;
Temperature;
|
|
|
With
thionyl chloride;
In
toluene;
at 80 - 120 ℃;
for 2.3h;
|
|
|
With
thionyl chloride;
In
toluene;
at 105 ℃;
for 8h;
|
7.36 g
|
|
With
oxalyl dichloride; triethylamine;
In
dichloromethane;
at 20 ℃;
for 1h;
Inert atmosphere;
Reflux;
|
|
|
With
oxalyl dichloride; N,N-dimethyl-formamide;
In
dichloromethane;
at 0 - 20 ℃;
for 3h;
|
|
|
With
thionyl chloride;
In
toluene;
at 75 - 80 ℃;
for 1.91667h;
Solvent;
Temperature;
|
|
|
With
oxalyl dichloride; N,N-dimethyl-formamide;
In
ethyl acetate;
for 2h;
Cooling;
|
|
|
With
thionyl chloride;
In
dichloromethane;
|
|
|
With
pyridine; thionyl chloride;
at 80 ℃;
for 3h;
|
2.1 g
|
|
With
thionyl chloride;
In
toluene;
for 2h;
Reflux;
|
|
|
With
oxalyl dichloride; N,N-dimethyl-formamide;
In
dichloromethane;
at 0 - 20 ℃;
for 5h;
|
|
|
With
thionyl chloride; N,N-dimethyl-formamide;
In
toluene;
at 85 ℃;
for 3h;
Inert atmosphere;
|
|
|
With
oxalyl dichloride; N,N-dimethyl-formamide;
In
dichloromethane;
at 20 ℃;
for 1h;
|
|
|
With
oxalyl dichloride; N,N-dimethyl-formamide;
In
ethyl acetate;
at 0 ℃;
for 2h;
Inert atmosphere;
|
|
|
With
thionyl chloride;
In
dichloromethane;
Reflux;
|
|
|
With
thionyl chloride;
In
toluene;
at 75 ℃;
for 1h;
|
|
|
With
thionyl chloride; N,N-dimethyl-formamide;
In
dichloromethane;
at 20 ℃;
|
|
|
With
thionyl chloride; N,N-dimethyl-formamide;
In
dichloromethane;
at 20 ℃;
|
|
|
With
thionyl chloride;
at 60 ℃;
for 1h;
|
|
|
With
oxalyl dichloride; N,N-dimethyl-formamide;
In
dichloromethane;
at 0 - 20 ℃;
for 5h;
Inert atmosphere;
|
|
|
With
thionyl chloride;
|
|
|
With
oxalyl dichloride;
In
dichloromethane;
at 0 - 20 ℃;
for 5h;
Inert atmosphere;
|
42518-98-9 Upstream products
-
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-
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oxalyl dichloride
-
24065-33-6
5-Chlorothiophene-2-carboxylic acid
-
6310-09-4
2-acetyl-5-chlorothiophene
42518-98-9 Downstream products
-
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-
24065-33-6
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-
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-
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