Methyl 2-amino-5-chlorothiophene-3-carboxylate

Name: Methyl 2-amino-5-chlorothiophene-3-carboxylate
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CAS No. 55503-06-5
Cat. No. CS-0042670
Molecule weight191.64
Purity≥98%
MDL No.None

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Methyl 2-amino-5-chlorothiophene-3-carboxylate|CS-0042670

Structure of 55503-06-5

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General Information

CAS No. 55503-06-5
Cat. No. CS-0042670
Purity ≥98%
MDL No. None
Storage RT, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₆ClNO₂S
Molecular Weight 191.64
Synonym(s) 3-Thiophenecarboxylic acid,2-amino-5-chloro-,methyl ester
SMILES O=C(C1=C(N)SC(Cl)=C1)OC

Description

Methyl 2-amino-5-chlorothiophene-3-carboxylate features a thiophene core bearing amino and chloro substituents at adjacent positions, enabling strategic functionalization in heterocyclic synthesis. The methyl ester group provides a handle for selective derivatization under standard conditions. This bench-stable compound integrates readily into advanced intermediates for pharmaceutical and agrochemical development.

Application

Methyl 2-amino-5-chlorothiophene-3-carboxylate serves as a versatile building block for heterocyclic synthesis, enabling efficient access to substituted thiophene scaffolds. The amino and chloro groups provide orthogonal functional handles for Suzuki-Miyaura, Buchwald-Hartwig, and nucleophilic substitution reactions. Its bench-stable nature and compatibility with standard purification methods make it well-suited for medicinal chemistry and process development workflows.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 52.32
LogP 1.7703
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

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Methyl 2-amino-5-chlorothiophene-3-carboxylate

CAS No. 55503-06-5

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