563080
Methyl 2-aminothiophene-3-carboxylate
97%
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About This Item
Linear Formula:
C4H2SCOOCH3NH2
CAS Number:
Molecular Weight:
157.19
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
225-084-8
MDL number:
Assay:
97%
Form:
solid
assay
97%
form
solid
mp
76-81 °C (lit.)
functional group
ester
SMILES string
COC(=O)c1ccsc1N
InChI
1S/C6H7NO2S/c1-9-6(8)4-2-3-10-5(4)7/h2-3H,7H2,1H3
InChI key
DGGJQLCAYQCPDD-UHFFFAOYSA-N
Application
Methyl 2-aminothiophene-3-carboxylate may be used to prepare 3-thiaisatoic anhydride via hydrolysis, followed by the reaction with phosgene.
Methyl 2-aminothiophene-3-carboxylate may be used to synthesize the following:
- thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione
- thieno[2,3-d]pyrimidin-4(3H)one via reaction with formamide
- methyl 2-(2,5-dimethyl-1H-pyrrol-1-yl)thiophene-3-carboxylate via reaction with hexane-2,5-dione
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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?Synthesis, immunosuppressive activity and structure?activity relationship study of a new series of 4-N-piperazinyl-thieno [2, 3-d] pyrimidine analogues"
Jang Y-M, et al.
Bioorganic & Medicinal Chemistry Letters, 20(3), 844-847 (2010)
"Synthesis of novel 5-chlorinated 2-aminothiophenes using 2, 5-dimethylpyrrole as an amine protecting group"
Puterova Z, et al.
Journal of Heterocyclic Chemistry, 45(1), 201-207 (2008)
"Design, synthesis and biological evaluation of 4-anilinothieno [2, 3-d] pyrimidine-based hydroxamic acid derivatives as novel histone deacetylase inhibitors"
Zhu W, et al.
Bioorganic & Medicinal Chemistry, 22(21), 6146-6155 (2014)