6-Bromo-2,3-dihydrophthalazine-1,4-dione

Name: 6-Bromo-2,3-dihydrophthalazine-1,4-dione
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 76240-49-8
Cat. No. CS-0135325
Purity≥96%
MDL No.MFCD00094997

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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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6-Bromo-2,3-dihydrophthalazine-1,4-dione|CS-0135325

Structure of 76240-49-8

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General Information

CAS No. 76240-49-8
Cat. No. CS-0135325
Purity ≥96%
MDL No. MFCD00094997
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅BrN₂O₂
Molecular Weight 241.04
Synonym(s) 6-Bromophthalazine-1,4-diol
SMILES O=C1NNC(C2=C1C=CC(Br)=C2)=O

Description

6-Bromo-2,3-dihydrophthalazine-1,4-dione features a brominated phthalazine core with two carbonyl groups, offering enhanced reactivity for cross-coupling and functionalization. The electron-deficient ring system facilitates nucleophilic substitution, while the bench-stable nature enables straightforward handling in synthetic workflows. This scaffold integrates readily into bioactive molecules and advanced materials.

Application

6-Bromo-2,3-dihydrophthalazine-1,4-dione serves as a versatile building block in medicinal chemistry, enabling late-stage functionalization via palladium-catalyzed cross-coupling reactions. Its bromine substituent facilitates efficient C–C bond formation while the dihydrophthalazine-1,4-dione core provides excellent stability and solubility for bench-scale synthesis. Functions reliably in Suzuki, Stille, and Negishi coupling protocols, offering predictable reactivity and straightforward purification.

Synthesis

Route1
- In-stock
  
  86-90-8
- ~96%
- In-stock
  
  76240-49-8
References
- Han, Junyan; Jose, Jiney; Mei, Erwen; Burgess, Kevin Angewandte Chemie - International Edition, 2007 , vol. 46, # 10 p. 1684 - 1687

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 65.72
LogP 0.9789
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Phthalazine compounds

Key Words

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6-Bromo-2,3-dihydrophthalazine-1,4-dione

CAS No. 76240-49-8

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