2-amino-3-nitrobenzamide

Name: 2-amino-3-nitrobenzamide
Brand: ChemScene
Availability: InStock
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CAS No. 313279-12-8
Cat. No. CS-0005916
Purity≥97%
MDL No.MFCD11215471

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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General Information

CAS No. 313279-12-8
Cat. No. CS-0005916
Purity ≥97%
MDL No. MFCD11215471
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇N₃O₃
Molecular Weight 181.15
Synonym(s) Benzamide,2-amino-3-nitro-
SMILES NC(C([N+]([O-])=O)=CC=C1)=C1C(N)=O

Description

2-Amino-3-nitrobenzamide features a strategically positioned amino group ortho to a nitro functionality, enabling direct participation in coupling reactions. This electron-deficient aromatic scaffold integrates readily into complex heterocycles and serves as a key building block in medicinal chemistry. The amide linkage enhances solubility and facilitates derivatization under mild conditions.

Application

2-Amino-3-nitrobenzamide serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds via cyclization reactions. Its ortho-dinitro substitution pattern facilitates controlled functionalization, while the amino and amide groups offer complementary handles for derivatization. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for iterative synthesis workflows in API development.

Synthesis

Route1
- In-stock
  
  606-18-8
- ~91%
- In-stock
  
  313279-12-8
References
- Giranda, Vincent L.; Penning, Thomas D.; Gandhi, Virajkamar B.; Thomas, Sheela A.; Zhu, Gui-Dong; Gong, Jianchun Patent: US2007/259937 A1, 2007 ; Location in patent: Page/Page column 11 ;
Route2
- 131645-73-3
- ~50%
- In-stock
  
  313279-12-8
References
- HIDEG, Kalman; KALAI, Tamas; SUeMEGI, Balazs Patent: WO2004/96793 A1, 2004 ; Location in patent: Page 13 ;
Route3
- 35757-19-8
- ~71%
- In-stock
  
  313279-12-8
References
- Zhao, Haibo; Fu, Hua; Qiao, Renzhong Journal of Organic Chemistry, 2010 , vol. 75, # 10 p. 3311 - 3316

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3259
Class : 8	Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 112.25
LogP 0.2759
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Amide

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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2-amino-3-nitrobenzamide

CAS No. 313279-12-8

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