2-Amino-5-bromobenzene-1-thiol

Name: 2-Amino-5-bromobenzene-1-thiol
Brand: ChemScene
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CAS No. 23451-95-8
Cat. No. CS-0218056
Purity≥95%
MDL No.MFCD00839467

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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2-Amino-5-bromobenzene-1-thiol|CS-0218056

Structure of 23451-95-8

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General Information

CAS No. 23451-95-8
Cat. No. CS-0218056
Purity ≥95%
MDL No. MFCD00839467
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₆BrNS
Molecular Weight 204.09
Synonym(s) 2-Amino-5-bromobenzenethiol
SMILES C1=CC(=C(C=C1Br)S)N

Description

2-Amino-5-bromobenzene-1-thiol delivers a reactive thiol group paired with an electron-rich amino moiety and a bromine substituent, enabling selective coupling in cross-coupling and bioconjugation workflows. This bench-stable compound integrates readily into functionalized scaffolds under mild conditions.

Application

2-Amino-5-bromobenzene-1-thiol serves as a versatile building block for heterocyclic synthesis, enabling efficient access to thiazole and benzothiazole scaffolds via cyclization protocols. Its ortho-functionalized structure supports selective metal-catalyzed cross-coupling reactions, while the amine and thiol groups offer complementary reactivity for orthogonal derivatization. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step synthetic sequences requiring functional group tolerance and high reproducibility.

Synthesis

Route1
- In-stock
  
  15864-32-1
- ~79%
- In-stock
  
  23451-95-8
References
- Zeng, Juan; Zhang, Tenglong; Zang, Xufeng; Kuang, Daibin; Meier, Herbert; Cao, Derong Science China Chemistry, 2013 , vol. 56, # 4 p. 505 - 513
Route2
- 106-40-1
- ~38%
- In-stock
  
  23451-95-8
References
- Howard University Patent: US5994349 A1, 1999 ;
Route3
- In-stock
  
  62266-82-4
- ~%
- In-stock
  
  23451-95-8
References
- US2007/66588 A1, ; Page/Page column 28 ; US 20070066588 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301+H311+H331-H315-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 26.02
LogP 2.32
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Mercaptan

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Amino-5-bromobenzene-1-thiol

CAS No. 23451-95-8

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