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ChemicalBook >> CAS DataBase List >>4-AMINO-THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER

4-AMINO-THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER

CAS No.
89499-43-4
Chemical Name:
4-AMINO-THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER
Synonyms
METHYL 4-AMINOTHIOPHENE-2-CARBOXYLATE;Methyl 4-amino-2-thiophenecarboxylate;methyl 4-aminothiophene-2;4-AMINO-THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER;2-Thiophenecarboxylicacid, 4-aMino-, Methyl ester;methyl 4-aminothiophene-2-carboxylate hydrochloride;2-Thiophenecarboxylic acid, 4-amino-, methyl ester, hydrochloride
CBNumber:
CB7193394
Molecular Formula:
C6H7NO2S
Molecular Weight:
157.19
MDL Number:
MFCD07368326
MOL File:
89499-43-4.mol
MSDS File:
SDS
Last updated:2026-05-28 02:54:24
Product description Number Pack Size Price
Methyl 4-aminothiophene-2-carboxylate 97% AS32506 1g $81
Methyl 4-aminothiophene-2-carboxylate 97% AS32506 5g $268
Methyl 4-aminothiophene-2-carboxylate 98% M43154 250mg $35
Methyl 4-aminothiophene-2-carboxylate 98% M43154 1g $70
Methyl 4-aminothiophene-2-carboxylate 98% M43154 5g $200
More product size

4-AMINO-THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER Properties

Melting point 82-84℃
Boiling point 318.9±22.0 °C(Predicted)
Density 1.319±0.06 g/cm3 (20 ºC 760 Torr)
storage temp. 2-8°C(protect from light)
pka 3.11±0.10(Predicted)
Appearance White to light yellow Solid
InChI InChI=1S/C6H7NO2S/c1-9-6(8)5-2-4(7)3-10-5/h2-3H,7H2,1H3
InChIKey HCRQNZWIOUMCOW-UHFFFAOYSA-N
SMILES C1(C(OC)=O)SC=C(N)C=1

4-AMINO-THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER price More Price(44)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Activate Scientific AS32506 Methyl 4-aminothiophene-2-carboxylate 97% 89499-43-4 1g $81 2026-06-04 Buy
Activate Scientific AS32506 Methyl 4-aminothiophene-2-carboxylate 97% 89499-43-4 5g $268 2026-06-04 Buy
Synthonix M43154 Methyl 4-aminothiophene-2-carboxylate 98% 89499-43-4 250mg $35 2026-05-06 Buy
Synthonix M43154 Methyl 4-aminothiophene-2-carboxylate 98% 89499-43-4 1g $70 2026-05-06 Buy
Synthonix M43154 Methyl 4-aminothiophene-2-carboxylate 98% 89499-43-4 5g $200 2026-05-06 Buy
Product number Packaging Price Buy
AS32506 1g $81 Buy
AS32506 5g $268 Buy
M43154 250mg $35 Buy
M43154 1g $70 Buy
M43154 5g $200 Buy

4-AMINO-THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER Chemical Properties,Uses,Production

Synthesis

Methanol

67-56-1

2-Thiophenecarboxylic acid

527-72-0

5-Amino-thiophene-2-carboxylic acid methyl ester

14597-58-1

4-AMINO-THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER

89499-43-4

Example 12: Synthesis of 4-[dimethylamino)diazenyl]thiophene-2-carboxamide (Compound 12);. Step a: Synthesis of 4-nitrothiophene-2-carboxylic acid: Concentrated sulfuric acid (3.0 mL, 5.505 g, 56.17 mmol) was slowly added dropwise to concentrated nitric acid (2.0 mL, 2.98 g, 49.6 mmol) at 0-10 °C in an ice bath. After the dropwise addition was completed, thiophene-2-carboxylic acid (2.8 g, 21.87 mmol) was added to the above nitrification mixture in batches over 15 minutes, maintaining the same temperature, followed by continued stirring of the reaction mixture for 1 hour. After completion of the reaction, the mixture was slowly poured into ice water and stirred for 30 minutes. The precipitated solid was filtered, washed with cold water and dried. The filtrate was extracted with ethyl acetate and the organic phases were combined, washed sequentially with water, saturated brine and dried over anhydrous sodium sulfate. After filtration, the organic phase was concentrated under reduced pressure. The resulting crude product was stirred with hexane (2 x 50 mL) and filtered to give an off-white solid product (2.8 g, 75%) with a melting point of 110-118 °C. HPLC and 1H NMR analyses showed the product to be a mixture of the two compounds, which was used directly in the next step of the reaction. Step b: Synthesis of methyl 4-nitrothiophene-2-carboxylate: Thionyl chloride (6 mL, 78.6 mmol) was added slowly and dropwise to a solution of 4-nitrothiophene-2-carboxylic acid (6.8 g, 39.3 mmol) in methanol (50 mL) with stirring at room temperature. After the dropwise addition, the reaction mixture was heated to reflux for 2 hours and subsequently cooled to room temperature. The reaction mixture was poured into ice water and stirred for 15 minutes. The precipitated solid was filtered, washed with cold water and dried to give an off-white solid product (6.2 g, 85%).1H NMR analysis showed the product to be a mixture of the two compounds and the crude product was used directly in the next step of the reaction. Step c: Synthesis of methyl 4-aminothiophene-2-carboxylate and methyl 5-aminothiophene-2-carboxylate: To a mixed solution of methyl 4-nitrothiophene-2-carboxylate (7 g, 37.43 mmol) in water (150 mL) and methanol (50 mL) was added concentrated hydrochloric acid (4.5 mL). To this solution, iron powder (10.5 g, 188 mmol) and ammonium chloride (10 g, 187 mmol) were added sequentially at room temperature. The reaction mixture was stirred and heated to 70 °C, maintained for 1 h and cooled to room temperature. The reaction mixture was filtered and the filtrate was alkalized with saturated sodium bicarbonate solution and extracted with chloroform (4 x 100 mL). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was separated by silica gel column chromatography using hexane-ethyl acetate (90:10 with a small amount of triethylamine) as eluent to first obtain methyl 4-aminothiophene-2-carboxylate (1.8 g, 31%) with a melting point of 76-78 °C. 1H NMR (400 MHz, CDCl3): δ 7.31 (1H, d, J=1.6 Hz), 6.40 (1H, d, J= 1.6 Hz), 3.85 (3H, s), 3.63 (2H, br s). Continued elution with the same solvent system afforded methyl 5-aminothiophene-2-carboxylate (0.5 g, 8.5%) with a melting point of 70-72 °C.1H NMR (400 MHz, CDCl3): δ 7.45 (1H, d, J=4.0 Hz), 6.09 (1H, d, J=4.0 Hz), 4.29 (2H, br s), 3.81 (3H, s ).

References

[1] Patent: WO2010/29577, 2010, A2. Location in patent: Page/Page column 38-39

4-AMINO-THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER Preparation Products And Raw materials

Global( 99)Suppliers
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View Lastest Price from 4-AMINO-THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-AMINO-THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER pictures 2019-12-31 4-AMINO-THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER
89499-43-4
$1.00 1KG 99% 10000KGS Career Henan Chemical Co

4-AMINO-THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER Spectrum

4-AMINO-THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER 2-Thiophenecarboxylicacid, 4-aMino-, Methyl ester methyl 4-aminothiophene-2-carboxylate hydrochloride methyl 4-aminothiophene-2 2-Thiophenecarboxylic acid, 4-amino-, methyl ester, hydrochloride Methyl 4-amino-2-thiophenecarboxylate METHYL 4-AMINOTHIOPHENE-2-CARBOXYLATE 89499-43-4
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