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4565-31-5

4565-31-5 Structure

4565-31-5 Structure
IdentificationMore
[Name]

5-FORMYL-2-THIOPHENECARBOXYLIC ACID
[CAS]

4565-31-5
[Synonyms]

5-FORMYL-2-THIOPHENECARBOXYLIC ACID
5-FORMYLTHENOIC ACID
5-FORMYL-THIOPHEN-2-CARBOXYLIC ACID
5-FORMYL-THIOPHENE-2-CARBOXYLIC ACID
AKOS MSC-0225
AURORA KA-6755
5-Formyl-2-thiophenecarboxylic acid ,98%
[Molecular Formula]

C6H4O3S
[MDL Number]

MFCD00191437
[Molecular Weight]

156.16
[MOL File]

4565-31-5.mol
Chemical PropertiesBack Directory
[Melting point ]

169 °C
[Boiling point ]

371.4±27.0 °C(Predicted)
[density ]

1.514±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[form ]

powder to crystal
[pka]

3.05±0.10(Predicted)
[color ]

Light yellow to Brown
[Detection Methods]

HPLC
[InChI]

InChI=1S/C6H4O3S/c7-3-4-1-2-5(10-4)6(8)9/h1-3H,(H,8,9)
[InChIKey]

VFEAMMGYJFFXKV-UHFFFAOYSA-N
[SMILES]

C1(C(O)=O)SC(C=O)=CC=1
[CAS DataBase Reference]

4565-31-5(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P271-P280
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[Hazard Note ]

Irritant
[HS Code ]

29349990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

n-Butyllithium-->Benzene-->1,2-Dimethoxyethane-->2-Thiophenecarboxaldehyde-->N,N-Dimethylethylenediamine-->Methyl 5-formyl-2-thiophenecarboxylate-->Potassium hydroxide-->Tetrahydrofuran-->Water
[Preparation Products]

5-Carbamoyl-thiophene-2-carboxylic acid methyl ester
Hazard InformationBack Directory
[Chemical Properties]

Bright red solid
[Pharmaceutical Applications]

5-FORMYL-2-THIOPHENECARBOXYLIC ACID can be used in route for the Preparation of M3 antagonist-PDE4 inhibitor (MAPI) compounds with Carbamate Scaffold[2], MAPI compounds is used for the inhaled treatment of pulmonary diseases.
[Uses]

5-Formyl-2-thiophenecarboxylic acid is a thiophene derivative as immunomodulating agents useful in the treatment of autoimmune diseases.
[Synthesis]

METHYL 5-FORMYL-2-THIOPHENECARBOXYLATE

67808-64-4

5-FORMYL-2-THIOPHENECARBOXYLIC ACID

4565-31-5

General procedure for the synthesis of 5-formyl-2-thiophenecarboxylic acid from methyl 5-formylthiophene-2-carboxylate: the compound methyl 5-formylthiophene-2-carboxylic acid (2 g, 12.8 mmol) was dissolved in 200 mL of a mixed solvent (THF:H2O = 1:1), and the hydrolysis reaction was carried out by adding KOH (1.1 g, 19.2 mmol). Upon completion of the reaction, THF was removed by distillation under reduced pressure.Subsequently, the pH of the aqueous layer was adjusted to 1-2 with 1N HCl solution and extracted with ethyl acetate (200 mL × 5), resulting in the target compound 5-formyl-2-thiophenecarboxylic acid (1.2 g, 59% yield).1H NMR (300 MHz, CDCl3) δ 10.00 (s, 1H), 7.93- 7.92 (d, J = 3.92 Hz, 1H), 7.78-7.77 (d, J = 3.9 Hz, 1H).13C NMR (300 MHz, CDCl3) δ 182.2, 163.30, 141.57, 139.70, 133.79, 132.

[References]

[1] Patent: WO2004/37808, 2004, A1. Location in patent: Page 14-15; 93
Spectrum DetailBack Directory
[Spectrum Detail]

5-FORMYL-2-THIOPHENECARBOXYLIC ACID(4565-31-5)MS
5-FORMYL-2-THIOPHENECARBOXYLIC ACID(4565-31-5)1HNMR
5-FORMYL-2-THIOPHENECARBOXYLIC ACID(4565-31-5)IR1
5-FORMYL-2-THIOPHENECARBOXYLIC ACID(4565-31-5)IR2
Well-known Reagent Company Product InformationBack Directory
[TCI AMERICA]

5-Formyl-2-thiophenecarboxylic Acid,>98.0%(GC)(T)(4565-31-5)
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