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Methyl 2-aminothiophene-3-carboxylate

Product Name
Methyl 2-aminothiophene-3-carboxylate
CAS No.
4651-81-4
Chemical Name
Methyl 2-aminothiophene-3-carboxylate
Synonyms
METHYL 2-AMINO-3-THIOPHENECARBOXYLATE;AKOS 90546;METHYL 2-A;AKOS B014692;BUTTPARK 46\18-81;ART-CHEM-BB B014692;Methyl-2-amino-3-thenoat;methyl 2-amino-3-thenoate;Methyl 2-aMinothiophene-3-carbo; 2-Amino-3-carbomethoxythiophene
CBNumber
CB0202552
Molecular Formula
C6H7NO2S
Formula Weight
157.19
MOL File
4651-81-4.mol
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Methyl 2-aminothiophene-3-carboxylate Property

Melting point:
76-81 °C (lit.)
Boiling point:
259.5±20.0 °C(Predicted)
Density 
1.319±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
form 
solid
pka
0.10±0.10(Predicted)
color 
Beige
InChI
InChI=1S/C6H7NO2S/c1-9-6(8)4-2-3-10-5(4)7/h2-3H,7H2,1H3
InChIKey
DGGJQLCAYQCPDD-UHFFFAOYSA-N
SMILES
C1(N)SC=CC=1C(OC)=O
CAS DataBase Reference
4651-81-4(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
563080
Product name
Methyl 2-aminothiophene-3-carboxylate
Purity
97%
Packaging
5g
Price
$26
Updated
2023/06/20
TCI Chemical
Product number
M1697
Product name
Methyl 2-Aminothiophene-3-carboxylate
Purity
min. 98.0 %
Packaging
5G
Price
$81
Updated
2025/07/31
TCI Chemical
Product number
M1697
Product name
Methyl 2-Aminothiophene-3-carboxylate
Purity
min. 98.0 %
Packaging
25G
Price
$243
Updated
2025/07/31
TRC
Product number
M328648
Product name
Methyl 2-aminothiophene-3-carboxylate
Packaging
5g
Price
$75
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0030495
Product name
METHYL 2-AMINOTHIOPHENE-3-CARBOXYLATE
Purity
95.00%
Packaging
100G
Price
$1000
Updated
2021/12/16
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Methyl 2-aminothiophene-3-carboxylate Chemical Properties,Usage,Production

Chemical Properties

white to light yellow crystal powder

Uses

It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs.

Uses

Methyl 2-aminothiophene-3-carboxylate may be used to prepare 3-thiaisatoic anhydride via hydrolysis, followed by the reaction with phosgene.

Definition

ChEBI: Methyl 2-aminothiophene-3-carboxylate is a thiophenecarboxylic acid.

Synthesis

40018-26-6

105-34-0

4651-81-4

To two 20 mL microwave reaction tubes were added 1,4-dithio-2,5-diol (2.0 g, 13.1 mmol, 1.0 eq.) and methanol (10.5 mL), respectively, and the reaction tubes were sealed. Methyl cyanoacetate (2.32 mL, 26.3 mmol, 2.0 eq.), triethylamine (1.28 mL, 9.20 mmol, 0.7 eq.), and N,N-dimethylformamide (3 drops) were added sequentially through the septum to each reaction tube. The reaction mixture was placed in a microwave reactor and the reaction was heated at 50 °C for 3 min. Upon completion of the reaction, the reaction solutions in the two tubes were combined and left at room temperature to allow the product to precipitate. The precipitate was collected by filtration and washed with cold methanol to afford methyl 2-aminothiophene-3-carboxylate (16as) as a white solid (3.88 g, 24.7 mmol, 94% yield).

References

[1] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 8, p. 1947 - 1953
[2] Patent: WO2015/959, 2015, A1. Location in patent: Page/Page column 47
[3] Tetrahedron Letters, 2007, vol. 48, # 30, p. 5261 - 5264
[4] Tetrahedron, 2012, vol. 68, # 45, p. 9226 - 9233
[5] Patent: WO2005/63734, 2005, A2. Location in patent: Page/Page column 60-61

Methyl 2-aminothiophene-3-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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Methyl 2-aminothiophene-3-carboxylate Suppliers

Georganics Ltd.
Tel
--
Fax
--
Email
georganics@nextra.sk
Country
Slovakia
ProdList
613
Advantage
50
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View Lastest Price from Methyl 2-aminothiophene-3-carboxylate manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
Methyl 2-aminothiophene-3-carboxylate 4651-81-4
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-08-11
Career Henan Chemical Co
Product
Methyl 2-aminothiophene-3-carboxylate 4651-81-4
Price
US $1.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
200kg
Release date
2018-12-20

4651-81-4, Methyl 2-aminothiophene-3-carboxylateRelated Search:


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  • METHYL 2-AMINO-3-THIOPHENECARBOXYLATE
  • BUTTPARK 46\18-81
  • ART-CHEM-BB B014692
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  • AKOS B014692
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  • 2-AMINO-3-METHOXYCARBONYLTHIOPHENE
  • Methyl-2-amino-3-thenoat
  • 3-Thiophenecarboxylic acid, 2-amino-, methyl ester
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  • 2-Amino-3-carbomethoxythiophene
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  • Thiophenes & Benzothiophenes
  • Thiophene&Benzothiophene
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