Methyl 3-amino-4-iodobenzoate

Name: Methyl 3-amino-4-iodobenzoate
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CAS No. 412947-54-7
Cat. No. CS-W008063
Purity≥96%
MDL No.MFCD08064225

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Methyl 3-amino-4-iodobenzoate|CS-W008063

Structure of 412947-54-7

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General Information

CAS No. 412947-54-7
Cat. No. CS-W008063
Purity ≥96%
MDL No. MFCD08064225
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈INO₂
Molecular Weight 277.06
Synonym(s) 3-Amino-4-iodobenzoic acid methyl ester
SMILES O=C(OC)C1=CC=C(I)C(N)=C1

Description

Methyl 3-amino-4-iodobenzoate features a para-iodo substituent flanking an ortho-amino group on the aromatic ring, enabling selective coupling reactions. The ester functionality provides stability and solubility in common organic solvents, while the amino group offers a handle for further derivatization. This compound serves as a key intermediate in the synthesis of bioactive heterocycles and functionalized pharmaceutical scaffolds.

Application

Methyl 3-amino-4-iodobenzoate serves as a versatile building block in medicinal chemistry and cross-coupling synthesis. The iodine moiety enables reliable Suzuki, Stille, and Negishi couplings, while the amino and ester groups offer orthogonal functionalization potential. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient access to substituted aromatic scaffolds for API development.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 52.32
LogP 1.66
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 3-amino-4-iodobenzoate

CAS No. 412947-54-7

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