Methyl 3-amino-4-nitrobenzoate

Name: Methyl 3-amino-4-nitrobenzoate
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CAS No. 99512-09-1
Cat. No. CS-0042784
Purity≥95%
MDL No.None

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Methyl 3-amino-4-nitrobenzoate|CS-0042784

Structure of 99512-09-1

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General Information

CAS No. 99512-09-1
Cat. No. CS-0042784
Purity ≥95%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈N₂O₄
Molecular Weight 196.16
Synonym(s) Benzoic acid, 3-amino-4-nitro-, methyl ester (9CI)
SMILES O=C(OC)C1=CC=C([N+]([O-])=O)C(N)=C1

Description

Methyl 3-amino-4-nitrobenzoate features a para-nitro group and ortho-amino substituent on the benzene ring, enabling facile functionalization in cross-coupling and amidation reactions. This electron-deficient aromatic scaffold integrates readily into pharmaceutical intermediates and dye precursors under standard conditions.

Application

Methyl 3-amino-4-nitrobenzoate serves as a versatile synthetic intermediate in medicinal chemistry and agrochemical research. The ortho-difunctionalized aromatic core enables sequential transformations, with the amino group facilitating electrophilic substitution or coupling reactions, while the nitro group supports reduction to an amine for further derivatization. Bench-stable and readily purified by recrystallization, it functions effectively in standard amide coupling, Suzuki-Miyaura, and reductive amination workflows.

Synthesis

Route1
- In-stock
  
  76143-33-4
- ~%
- In-stock
  
  99512-09-1
References
- Journal of the Chemical Society - Perkin Transactions 1, , # 19 p. 2759 - 2770

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
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 95.46
LogP 0.9636
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 3-amino-4-nitrobenzoate

CAS No. 99512-09-1

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