Methyl 3-amino-5-hydroxybenzoate

Name: Methyl 3-amino-5-hydroxybenzoate
Brand: ChemScene
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CAS No. 67973-80-2
Cat. No. CS-0044484
Purity≥98%
MDL No.MFCD09263220

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Methyl 3-amino-5-hydroxybenzoate|CS-0044484

Structure of 67973-80-2

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General Information

CAS No. 67973-80-2
Cat. No. CS-0044484
Purity ≥98%
MDL No. MFCD09263220
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₉NO₃
Molecular Weight 167.16
Synonym(s) None
SMILES O=C(OC)C1=CC(O)=CC(N)=C1

Description

Methyl 3-amino-5-hydroxybenzoate features a strategically positioned amino group and hydroxyl moiety on the aromatic ring, enabling dual functionalization in synthetic sequences. This electron-rich scaffold integrates readily into pharmaceutical intermediates and bioactive molecule frameworks under standard conditions.

Application

Methyl 3-amino-5-hydroxybenzoate serves as a versatile building block in medicinal chemistry, enabling direct access to substituted benzimidazoles and other heterocyclic scaffolds via cyclization reactions. The ortho-dihydroxyamine motif provides complementary reactivity for selective derivatization, while the methyl ester facilitates downstream transformations. Bench-stable and readily purified by recrystallization, it functions effectively in standard coupling and protection protocols.

Synthesis

Route1
- 67-56-1
- In-stock
  
  99-10-5
- ~57%
- In-stock
  
  2150-44-9
- In-stock
  
  67973-80-2
References
- Nawrat, Christopher C.; Palmer, Leoni I.; Blake, Alexander J.; Moody, Christopher J. Journal of Organic Chemistry, 2013 , vol. 78, # 11 p. 5587 - 5603
Route2
- 67-56-1
- In-stock
  
  76045-71-1
- ~%
- In-stock
  
  67973-80-2
References
- WO2004/60376 A1, ; Page/Page column 245-246 ;
Route3
- 67-56-1
- In-stock
  
  99-10-5
- ~%
- In-stock
  
  2150-44-9
- In-stock
  
  1949-55-9
- In-stock
  
  67973-80-2
- 90618-98-7
References
- Tetrahedron, , vol. 39, # 24 p. 4189 - 4192

Safety Information

Download SDS

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

Quality Control

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Computational Chemistry Data

TPSA 72.55
LogP 0.761
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Phenol

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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Methyl 3-amino-5-hydroxybenzoate

CAS No. 67973-80-2

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