(2-Amino-4-chlorophenyl)methanol

Name: (2-Amino-4-chlorophenyl)methanol
Brand: ChemScene
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CAS No. 37585-16-3
Cat. No. CS-0156849
Purity≥98%
MDL No.MFCD04037367

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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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(2-Amino-4-chlorophenyl)methanol|CS-0156849

Structure of 37585-16-3

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General Information

CAS No. 37585-16-3
Cat. No. CS-0156849
Purity ≥98%
MDL No. MFCD04037367
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈ClNO
Molecular Weight 157.60
Synonym(s) (2-amino-4-chloro-phenyl)-methanol
SMILES C1=CC(=CC(=C1CO)N)Cl

Description

This bench-stable arylmethanol features a para-chloro-substituted aromatic ring paired with an ortho-amino group, enabling direct integration into pharmaceutical intermediates. The hydroxymethyl functionality supports facile derivatization, while the amino moiety enhances solubility and reactivity in synthetic sequences.

Application

(2-Amino-4-chlorophenyl)methanol serves as a versatile building block for pharmaceutical intermediates, enabling efficient construction of heterocyclic scaffolds via cyclization reactions. Its ortho-amino and benzylic alcohol functionalities offer complementary reactivity for coupling, protection, and derivatization. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for scalable synthesis in medicinal chemistry campaigns.

Synthesis

Route1
- In-stock
  
  22996-18-5
- ~77%
- In-stock
  
  37585-16-3
References
- ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2008/104754 A1, 2008 ; Location in patent: Page/Page column 178-179 ; WO 2008/104754 A1
Route2
- 89-77-0
- ~97%
- In-stock
  
  37585-16-3
References
- Jia, Min-Qiang; You, Shu-Li ACS Catalysis, 2013 , vol. 3, # 4 p. 622 - 624
Route3
- In-stock
  
  5900-58-3
- ~69%
- In-stock
  
  37585-16-3
References
- Bristol-Myers Squibb Company Patent: US2007/259850 A1, 2007 ; Location in patent: Page/Page column 96-97 ; US 20070259850 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H317-H319-H335
Precautionary Statements : P261-P264-P271-P272-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 46.25
LogP 1.4145
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(2-Amino-4-chlorophenyl)methanol

CAS No. 37585-16-3

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