5-NITROTHIOPHENE-2-CARBOXALDEHYDE
- Product Name
- 5-NITROTHIOPHENE-2-CARBOXALDEHYDE
- CAS No.
- 4521-33-9
- Chemical Name
- 5-NITROTHIOPHENE-2-CARBOXALDEHYDE
- Synonyms
- AKOS 93853;5-Nitrothiophene-2-c;LABOTEST-BB LT00112375;Mefloquineb Impurity 8;5-Nitrothiophen-2-carbaldehyd;5-NITROTHIOPHENE-2-CARBALDEHYDE;5-NITRO-2-THIOPHENECARBALDEHYDE;5-Nitro-2-thiophennecarbaldehyde;5-NITRO-2-THIOPHENECARBOXALDEHYDE;5-NITROTHIOPHENE-2-CARBOXALDEHYDE
- CBNumber
- CB0686631
- Molecular Formula
- C5H3NO3S
- Formula Weight
- 157.15
- MOL File
- 4521-33-9.mol
5-NITROTHIOPHENE-2-CARBOXALDEHYDE Property
- Melting point:
- 75-77 °C (lit.)
- Boiling point:
- 118-120 °C(Press: 3-4 Torr)
- Density
- 1.534±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- acetone: soluble1%, clear, yellow
- form
- Solid
- color
- Brown
- Water Solubility
- Insoluble in water.
- Sensitive
- Air Sensitive
- BRN
- 120540
- InChI
- InChI=1S/C5H3NO3S/c7-3-4-1-2-5(10-4)6(8)9/h1-3H
- InChIKey
- CHTSWZNXEKOLPM-UHFFFAOYSA-N
- SMILES
- C1(C=O)SC([N+]([O-])=O)=CC=1
- CAS DataBase Reference
- 4521-33-9(CAS DataBase Reference)
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
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 302295
- Product name
- 5-Nitro-2-thiophenecarboxaldehyde
- Purity
- 98%
- Packaging
- 5g
- Price
- $114
- Updated
- 2025/07/31
- Product number
- 302295
- Product name
- 5-Nitro-2-thiophenecarboxaldehyde
- Purity
- 98%
- Packaging
- 25g
- Price
- $512
- Updated
- 2023/06/20
- Product number
- N565510
- Product name
- 5-Nitrothiophene-2-carboxaldehyde
- Packaging
- 5g
- Price
- $70
- Updated
- 2021/12/16
- Product number
- N565510
- Product name
- 5-Nitrothiophene-2-carboxaldehyde
- Packaging
- 10g
- Price
- $110
- Updated
- 2021/12/16
- Product number
- W6357
- Product name
- 5-Nitrothiophene-2-carboxaldehyde
- Packaging
- 500g
- Price
- $561
- Updated
- 2021/12/16
5-NITROTHIOPHENE-2-CARBOXALDEHYDE Chemical Properties,Usage,Production
Uses
5-Nitrothiophene-2-carboxaldehyde is a reagent that is used in the activity of mefloquine-oxazolidine derivatives against multidrug-resistant Mycobacterium tuberculosis.
Uses
5-Nitro-2-thiophenecarboxaldehyde was used in preparation of 2, 3-dihydro-2-(5-nitro-2-thienyl) quinazolin-4-(1H)-ones and various novel oxime ether derivatives, anti-protozoan agents.
General Description
Diastereoselectivity in [4+2] cycloaddition of 1-methoxy-2-methyl-3-(trimethylsiloxy)-1,3-pentadiene with 5-nitro-2-thiophenecarboxaldehyde was investigated.
Synthesis
98-03-3
4521-33-9
57500-53-5
General procedure for the synthesis of 5-nitrothiophene-2-carbaldehyde and 4-nitrothiophene-2-carbaldehyde from 2-thiophenecarboxaldehyde: Step 1: Synthesis of 4-nitrothiophene-2-carbaldehyde (1) Fuming nitric acid (40 mL) was mixed with concentrated sulfuric acid (31 mL) and slowly added to a cooled solution of thiophene-2-carbaldehyde (20 g, 17.8 mmol) in concentrated sulfuric acid (4 mL). The reaction was carried out in an ice-salt bath and stirring was continued for 5 min after addition. Subsequently, the reaction was quenched by the addition of ice water and the mixture was extracted with ether. The combined ether extracts were washed sequentially with saturated sodium bicarbonate solution and brine, dried over anhydrous magnesium sulfate, filtered and concentrated to give a brown oily crude product. 1H NMR analysis of the crude product showed a mixture of 4-nitrothiophene-2-carboxaldehyde and 5-nitrothiophene-2-carboxaldehyde in the ratio of about 40:60. Separation of the mixture by column chromatography (eluent: 30-50% dichloromethane/hexanes) gave 4-nitrothiophene-2-carboxaldehyde in 40% yield as a light yellow solid.1H NMR (CDCl3) δ (ppm). 9.95 (s, 1H), 8.63 (s, 1H), 8.27 (s, 1H).
References
[1] Journal of Chemical Research, Miniprint, 1997, # 9, p. 2001 - 2013
[2] Patent: WO2008/104077, 2008, A1. Location in patent: Page/Page column 46
[3] Chemical and Pharmaceutical Bulletin, 1995, vol. 43, # 1, p. 162 - 165
[4] Bulletin de la Societe Chimique de France, 1963, p. 479 - 484
[5] Journal of the American Chemical Society, 1954, vol. 76, p. 1378
5-NITROTHIOPHENE-2-CARBOXALDEHYDE Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 5-NITROTHIOPHENE-2-CARBOXALDEHYDE manufacturers
- Product
- 5-NITROTHIOPHENE-2-CARBOXALDEHYDE 4521-33-9
- Price
- US $8.50-151.00/g
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2023-03-29
- Product
- 5-NITROTHIOPHENE-2-CARBOXALDEHYDE 4521-33-9
- Price
- US $25.00-11.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 200000KG
- Release date
- 2024-08-12
- Product
- 2-Thiophenecarboxaldehyde,5-nitro- 4521-33-9
- Price
- US $200.00/g
- Min. Order
- 1g
- Purity
- 98%
- Supply Ability
- 10tons
- Release date
- 2023-06-14