5-Bromobenzo[d]thiazol-2(3H)-one

Name: 5-Bromobenzo[d]thiazol-2(3H)-one
Brand: ChemScene
Availability: InStock
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CAS No. 199475-45-1
Cat. No. CS-0112390
Purity≥97%
MDL No.MFCD01312116

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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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5-Bromobenzo[d]thiazol-2(3H)-one|CS-0112390

Structure of 199475-45-1

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General Information

CAS No. 199475-45-1
Cat. No. CS-0112390
Purity ≥97%
MDL No. MFCD01312116
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrNOS
Molecular Weight 230.08
Synonym(s) 5-Bromobenzothiazolone
SMILES O=C1SC2=CC=C(Br)C=C2N1

Description

5-Bromobenzo[d]thiazol-2(3H)-one features a brominated benzothiazolone core with a reactive carbonyl at the 2-position. This electron-deficient heterocycle serves as a key scaffold for bioactive molecule synthesis, particularly in medicinal chemistry and agrochemical development. The bromine substituent enables facile functionalization via cross-coupling reactions, while the bench-stable structure supports reliable handling under standard conditions.

Application

5-Bromobenzo[d]thiazol-2(3H)-one serves as a versatile building block for heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine handle. The thiazolone core exhibits enhanced bench stability and facilitates functional group tolerance in iterative synthesis. Its reactivity profile supports the construction of complex scaffolds relevant to medicinal chemistry and materials science applications.

Synthesis

Route1
- 32315-10-9
- 76209-02-4
- ~68%
- In-stock
  
  199475-45-1
References
- Pirat, Celine; Ultre, Vincent; Lebegue, Nicolas; Berthelot, Pascal; Yous, Sad; Carato, Pascal Synthesis, 2011 , # 3 art. no. Z25510SS, p. 480 - 484

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 32.86
LogP 2.3521
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiazole compounds

Key Words

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5-Bromobenzo[d]thiazol-2(3H)-one

CAS No. 199475-45-1

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