3-amino-4-methyl-2-thiophene carboxylic acid methyl ester
CAS No.: 85006-31-1
Synonyms:3-AMINO-4-METHYL-2-THIOPHENECARBOXYLIC ACID METHYL ESTER
3-AMINO-4-METHYL THIOPHENE-2-CARBOXYLIC ACID METHYL ESTER
3-AMINO-4-METHYL THIOPHENE CARBOXYLIC ACID METHYL ESTER
LABOTEST-BB LT00453517
M3A4MT2C
Methyl 3-amino-4-methyl-2-the note
METHYL 3-AMINO-4-METHYL-2-THIOPHENE CARBOXYLATE
METHYL 3-AMINO-4-METHYL THIOPHENE-2-CARBOXYLATE
2-Thiophenecarboxylic acid, 3-amino-4-methyl-, methyl ester
Methyl 3-Amino-4-Methylthiophen-2-Carboxylate
METHYL 3-AMINO-4-METHYL THIOPHENE-2-CARBO
3-Amino-4-Methyl-2-ThiophenecarboxylicMethylester
Articaine intermediate E
3-Amino-2-methoxycarbonyl-4-methyl thiophene
3-Amino-2-carbomethoxy-4-methyl thiophene
3-Amino-4-methyl thiophene-2-carboxylic
4-Methyl-3-amino thiophene-2-carboxylic acid methyl ester
The Methyl 3-amino-4-methylthiophene-2-carboxylate with cas registry number of 85006-31-1 is also known as 3-Amino-4-methylthiophene-2-carboxylic acid methyl ester. It belongs to the following categories: Esters; Thiophenes & Benzothiophenes; Organic acids; API intermediates; and Thiophen. It also has an EINECS registry number which is 285-060-8 with appearance of white to light yellow crystal powder. Besides, both its systematic name and IUPAC name are the same which is called methyl 3-amino-4-methylthiophene-2-carboxylate.
The physical properties about this chemical are: (1)ACD/LogP: 2.10; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.1; (4)ACD/LogD (pH 7.4): 2.1; (5)ACD/BCF (pH 5.5): 23.28; (6)ACD/BCF (pH 7.4): 23.29; (7)ACD/KOC (pH 5.5): 331.21; (8)ACD/KOC (pH 7.4): 331.27; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.586; (13)Molar Refractivity: 45.47 cm3; (14)Molar Volume: 135.3 cm3; (15)Surface Tension: 49.3 dyne/cm; (16)Density: 1.264 g/cm3; (17)Flash Point: 146.5 °C; (18)Enthalpy of Vaporization: 56.01 kJ/mol; (19)Boiling Point: 318.6 °C at 760 mmHg; (20)Vapour Pressure: 0.000357 mmHg at 25°C.
Preparation: this chemical can be made by 4-methyl-3-oxo-tetrahydro-thiophene-2-carboxylic acid methyl ester together with reagent MH2OH. HCl and solvent acetonitrile. The reaction time is 5 hours.
[Uses]
Methyl 3-Amino-4-methylthiophene-2-carboxylate is a versatile reactant used in various syntheses. It is used in the preparation of (oxalylamino)benzoic acids and (carboxyheteroarylamino)oxalic acids as selective and orally bioavailable nonpeptide inhibitors of protein-tyrosine phosphatase 1B.
[Application]
methyl 3-amino-4-methylthiophene-2-carboxylate is the starting material used in the synthesis of the local anesthetic articaine.
7-Methylthieno[3,2-d]pyrimidin-4(3H)-one was prepared using methyl 3-amino-4-methylthiophene-2-carboxylate.
The reaction of 4-bromotoluene (0.171 g, 1 mmol), methyl 3-amino-4-methylthiophene-2-carboxylate(0.342 g, 2 mmol) and KOAc (0.196 g, 2 mmol) in the presence of PdCl(C3H5)(dppb) (12.2 mg, 0.02mmol) in DMAc at 120 °C affords the corresponding Methyl 3-amino-4-methyl-5-p-tolylthiophene-2-carboxylate in 81% (0.212 g) isolated yield.
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