Methyl 3-amino-4-methylthiophene-2-carboxylate

Methyl 3-amino-4-methylthiophene-2-carboxylate Basic information
Product Name:Methyl 3-amino-4-methylthiophene-2-carboxylate
Synonyms:M3A4MT2C;METHYL 3-AMINO-4-METHYLTHIOPHENE-2-CARBOXYLATE;Methyl 3-amino-4-methyl-2-thenoate;METHYL 3-AMINO-4-METHYL-2-THIOPHENECARBOXYLATE;LABOTEST-BB LT00453517;3-AMINO-4-METHYL-2-THIOPHENECARBOXYLIC ACID METHYL ESTER;3-AMINO-4-METHYLTHIOPHENE-2-CARBOXYLIC ACID METHYL ESTER;3-AMINO-4-METHYLTHIOPHENECARBOXYLIC ACID METHYL ESTER
CAS:85006-31-1
MF:C7H9NO2S
MW:171.22
EINECS:285-060-8
Product Categories:Thiophenes & Benzothiophenes;Building Blocks;C7 to C9;Chemical Synthesis;Heterocyclic Building Blocks;Thiophenes;Esters;Thiophenes & Benzothiophenes;Thiophene&Benzothiophene;Organic acids;API intermediates;Thiophen
Mol File:85006-31-1.mol
Methyl 3-amino-4-methylthiophene-2-carboxylate Structure
Methyl 3-amino-4-methylthiophene-2-carboxylate Chemical Properties
Melting point 85-88 °C (lit.)
Boiling point 318.6±37.0 °C(Predicted)
density 1.264±0.06 g/cm3(Predicted)
Fp >100°C
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Chloroform (Slightly), Methanol (Slightly)
pka1.71±0.10(Predicted)
form Solid
color Pale Yellow
Water Solubility 1g/L at 35℃
BRN 973196
InChIKeyYICRPERKKBDRSP-UHFFFAOYSA-N
LogP1.28
CAS DataBase Reference85006-31-1(CAS DataBase Reference)
NIST Chemistry ReferenceMethyl 3-amino-4-methylthiophene-2-carboxylate(85006-31-1)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-24/25-22
WGK Germany 2
Hazard Note Irritant
HS Code 29349990
MSDS Information
ProviderLanguage
SigmaAldrichEnglish
ALFAEnglish
Methyl 3-amino-4-methylthiophene-2-carboxylate Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powder
UsesMethyl 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.
Applicationmethyl 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.
DefinitionChEBI: Methyl 3-amino-4-methylthiophene-2-carboxylate is a thiophenecarboxylic acid.
Methyl 3-amino-4-methylthiophene-2-carboxylate Preparation Products And Raw materials
Raw materialsEthanol–>Sodium hydride–>Hydroxylamine hydrochloride–>Methyl methacrylate–>Methyl thioglycolate–>Methyl 2-Methyl-3-Oxo-Tetrahydrothiophene-2-Carbonate–>4-METHYL-3-AMINO-2-(METHOXYCARBONYL)-4,5-DIHYDROTHIOPHENE
Preparation Products4-Chlorothieno[3,2-d]pyri…–>METHYL 3-CHLORO-4-METHYLTHIOPHENE-2-CARBOXYLATE

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