2-AMINO-5-METHYL-THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER
- Product Name
- 2-AMINO-5-METHYL-THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER
- CAS No.
- 19369-53-0
- Chemical Name
- 2-AMINO-5-METHYL-THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER
- Synonyms
- 12-AMINO-6-METHYLTHIOPHENE-3-CARBOXYLATE;2-Amino-3-(methoxycarbonyl)-5-methylthiophene;2-amino-5-methyl-3-thiophenecarboxylic acid methyl ester;methyl 2-amino-5-methylthiophene-3-carboxylate - [M22094];2-AMINO-5-METHYL-THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER;3-Thiophenecarboxylic acid, 2-aMino-5-Methyl-, Methyl ester;methyl 2-amino-5-methylthiophene-3-carboxylate(SALTDATA: FREE)
- CBNumber
- CB81010004
- Molecular Formula
- C7H9NO2S
- Formula Weight
- 171.22
- MOL File
- 19369-53-0.mol
2-AMINO-5-METHYL-THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER Property
- Melting point:
- 113-118°
- Boiling point:
- 278.2±35.0 °C(Predicted)
- Density
- 1.264±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C(protect from light)
- solubility
- soluble in DMSO, Methanol
- form
- Solid
- pka
- 0.42±0.10(Predicted)
- color
- Brown
- InChI
- InChI=1S/C7H9NO2S/c1-4-3-5(6(8)11-4)7(9)10-2/h3H,8H2,1-2H3
- InChIKey
- GHPDMFBHITXJAZ-UHFFFAOYSA-N
- SMILES
- C1(N)SC(C)=CC=1C(OC)=O
Safety
- HazardClass
- IRRITANT
- Storage Class
- 11 - Combustible Solids
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
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
- CBR01148
- Product name
- Methyl 2-amino-5-methylthiophene-3-carboxylate
- Purity
- Aldrich
- Packaging
- 1g
- Price
- $107
- Updated
- 2025/07/31
- Product number
- M286865
- Product name
- Methyl 2-amino-5-methylthiophene-3-carboxylate
- Packaging
- 1g
- Price
- $70
- Updated
- 2021/12/16
- Product number
- 028908
- Product name
- Methyl 2-amino-5-methylthiophene-3-carboxylate
- Packaging
- 500mg
- Price
- $10
- Updated
- 2021/12/16
- Product number
- CS-0036595
- Product name
- Methyl 2-amino-5-methylthiophene-3-carboxylate
- Packaging
- 5g
- Price
- $76
- Updated
- 2021/12/16
- Product number
- X6039
- Product name
- 2-Amino-5-methyl-thiophene-3-carboxylicacidmethylester
- Packaging
- 25g
- Price
- $151
- Updated
- 2021/12/16
2-AMINO-5-METHYL-THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER Chemical Properties,Usage,Production
Uses
Methyl 2-Amino-5-methylthiophene-3-carboxylate is used as a starting reagent in the synthesis of Thieno[2,3-b]Pyridinones and 4-Hydroxy-6-oxo-6,7-dihydro-thieno[2,3-b]pyridine derivatives, compounds that act as cytoprotectants and inhibitors of the N-Methyl-D-aspartate (NMDA) receptor.
Synthesis
123-38-6
105-34-0
19369-53-0
1. Sulfur powder (960.0 mg, 30.0 mmol) and 5 mL of DMF were added to a single-necked vial and stirred until dissolved. 2. Methyl cyanoacetate (3.39 g, 30.0 mmol) and morpholine (1.48 g, 17.0 mmol) were added to the reaction vial sequentially, and the reaction solution gradually turned dark brown. 3. Propionaldehyde (1.74 g, 30.0 mmol) was added and the reaction mixture was stirred at 50 °C overnight. 4. After completion of the reaction, the mixture was cooled to room temperature and diluted with an appropriate amount of water. 5. The reaction mixture was extracted with ethyl acetate three times and the organic phases were combined. 6. 6. The combined organic phases were washed with water and then saturated brine. 7. 7. the organic phase was dried with anhydrous magnesium sulfate, filtered and distilled under reduced pressure to remove the solvent, the crude product was obtained. 8. The crude product was separated and purified by column chromatography to obtain the yellowish solid product methyl 2-amino-5-methylthiophene-3-carboxylate. Yield: 73.6%.
References
[1] Patent: CN106167497, 2016, A. Location in patent: Paragraph 0241; 0242; 0243
[2] ChemMedChem, 2018,
[3] European Journal of Medicinal Chemistry, 2017, vol. 132, p. 219 - 235
[4] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 2, p. 305 - 308
[5] Patent: WO2013/190137, 2013, A2. Location in patent: Page/Page column 73
2-AMINO-5-METHYL-THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 2-AMINO-5-METHYL-THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER manufacturers
- Product
- 2-AMINO-5-METHYL-THIOPHENE-3-CARBOXYLIC ACID METHYL ESTER 19369-53-0
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 97%
- Supply Ability
- 2000
- Release date
- 2025-09-03