3-Thiophenecarboxaldehyde, 5-chloro-
- Product Name
- 3-Thiophenecarboxaldehyde, 5-chloro-
- CAS No.
- 36155-85-8
- Chemical Name
- 3-Thiophenecarboxaldehyde, 5-chloro-
- Synonyms
- 5-chlorothiophene-3-carbaldehyde;5-Chlorothiophene-3-carbo...;5-Chlorothiophene-3-carboxaldehyde;3-Thiophenecarboxaldehyde, 5-chloro-
- CBNumber
- CB22552846
- Molecular Formula
- C5H3ClOS
- Formula Weight
- 146.59
- MOL File
- 36155-85-8.mol
3-Thiophenecarboxaldehyde, 5-chloro- Property
- Boiling point:
- 208.8±20.0 °C(Predicted)
- Density
- 1.429±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2–8 °C
- Appearance
- light yellow liquid
- InChI
- InChI=1S/C5H3ClOS/c6-5-1-4(2-7)3-8-5/h1-3H
- InChIKey
- BGOGYRKWKJGOHZ-UHFFFAOYSA-N
- SMILES
- C1SC(Cl)=CC=1C=O
Safety
- HS Code
- 2934999090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
N-Bromosuccinimide Price
- Product number
- C428915
- Product name
- 5-Chloro-3-thiophenecarboxaldehyde
- Packaging
- 100mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- C428915
- Product name
- 5-Chloro-3-thiophenecarboxaldehyde
- Packaging
- 500mg
- Price
- $220
- Updated
- 2021/12/16
- Product number
- 6H66-5-10
- Product name
- 5-Chlorothiophene-3-carboxaldehyde
- Packaging
- 250mg
- Price
- $225
- Updated
- 2021/12/16
- Product number
- OR928325
- Product name
- 5-Chlorothiophene-3-carboxaldehyde
- Purity
- 95%
- Packaging
- 1g
- Price
- $555
- Updated
- 2021/12/16
- Product number
- OR928325
- Product name
- 5-Chlorothiophene-3-carboxaldehyde
- Purity
- 95%
- Packaging
- 250mg
- Price
- $225
- Updated
- 2021/12/16
3-Thiophenecarboxaldehyde, 5-chloro- Chemical Properties,Usage,Production
Uses
5-Chloro-3-thiophenecarboxaldehyde is a useful reagent in the preparation of 2,4-Diaminopyrimidine derivatives as potent growth hormone secretagogue receptor antagonists.
Synthesis
498-62-4
36155-85-8
General procedure for the synthesis of 5-chlorothiophene-3-carbaldehyde from 3-thiophenecarboxaldehyde: The reaction was carried out to a solution of thiophene-3-carbaldehyde (20.0 g, 178.3 mmol) and N-chlorosuccinimide (23.8 g, 178.3 mmol) in acetic acid (180 mL) with stirring for 4 hours at 110 °C. After completion of the reaction, the reaction solution was cooled to room temperature, then diluted with ethyl acetate (120 mL), washed sequentially with water (100 mL x 3), saturated sodium bicarbonate solution (50 mL x 2) and brine, and the organic phase was dried with anhydrous sodium sulfate. After concentration under reduced pressure, 5-chlorothiophene-3-carbaldehyde (8.0 g, 54.6 mmol, 31% yield) was obtained as a yellow solid, which could be used for subsequent reactions without further purification.
References
[1] Patent: WO2015/140133, 2015, A1. Location in patent: Page/Page column 110
[2] Journal of Medicinal Chemistry, 2006, vol. 49, # 8, p. 2568 - 2578
[3] Patent: WO2015/142903, 2015, A2. Location in patent: Page/Page column 98
3-Thiophenecarboxaldehyde, 5-chloro- Preparation Products And Raw materials
Raw materials
Preparation Products
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