Methyl 4-amino-2-cyanobenzoate

Name: Methyl 4-amino-2-cyanobenzoate
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CAS No. 1628431-65-1
Cat. No. CS-0094317
Molecule weight176.17
Purity≥97%
MDL No.MFCD28291983

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FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl 4-amino-2-cyanobenzoate|CS-0094317

Structure of 1628431-65-1

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General Information

CAS No. 1628431-65-1
Cat. No. CS-0094317
Purity ≥97%
MDL No. MFCD28291983
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈N₂O₂
Molecular Weight 176.17
Synonym(s) None
SMILES O=C(OC)C1=CC=C(N)C=C1C#N

Description

Methyl 4-amino-2-cyanobenzoate features a para-amino group and ortho-cyano substituent on the benzoate scaffold, enabling dual reactivity in cross-coupling and functionalization. This electron-rich aromatic system integrates readily into complex scaffolds under standard conditions.

Application

Methyl 4-amino-2-cyanobenzoate serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted benzimidazoles and other heterocyclic scaffolds via cyclization reactions. The ortho-directed reactivity of the amino and cyano groups facilitates controlled functionalization, while the methyl ester provides a handle for further derivatization. Its bench-stable crystalline form simplifies handling and purification in multi-step syntheses.

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 76.11
LogP 0.92708
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 4-amino-2-cyanobenzoate

CAS No. 1628431-65-1

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