4,7-Dichloro-1H-indole-2,3-dione

Name: 4,7-Dichloro-1H-indole-2,3-dione
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 18711-13-2
Cat. No. CS-0073827
Purity≥97%
MDL No.None

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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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4,7-Dichloro-1H-indole-2,3-dione|CS-0073827

Structure of 18711-13-2

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General Information

CAS No. 18711-13-2
Cat. No. CS-0073827
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₃Cl₂NO₂
Molecular Weight 216.02
Synonym(s) 4,7-Dichloroisatin
SMILES O=C1C(C(C(Cl)=CC=C2Cl)=C2N1)=O

Description

4,7-Dichloro-1H-indole-2,3-dione features a rigid, electron-deficient quinone core with chlorinated positions at C4 and C7, enhancing its reactivity in cycloaddition and electrophilic substitution reactions. This bench-stable compound integrates readily into synthetic scaffolds requiring controlled oxidative capacity or steric modulation.

Application

4,7-Dichloro-1H-indole-2,3-dione serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted indole scaffolds through electrophilic substitution and coupling reactions. Its dichloro substitution pattern enhances reactivity in palladium-catalyzed cross-couplings and facilitates functionalization at C5 and C6 positions. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for medicinal chemistry campaigns and API intermediate development.

Synthesis

Route1
- 17122-58-6
- ~10%
- In-stock
  
  18711-13-2
References
- Chang, Ning-Hui; Chen, Xi-Chao; Nonobe, Hikaru; Okuda, Yasuhiro; Mori, Hiroki; Nakajima, Kiyohiko; Nishihara, Yasushi Organic Letters, 2013 , vol. 15, # 14 p. 3558 - 3561
Route2
- 95-82-9
- ~%
- In-stock
  
  18711-13-2
References
- Organic Letters, , vol. 15, # 14 p. 3558 - 3561

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-H319
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 46.17
LogP 2.1282
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indolin compounds

Key Words

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4,7-Dichloro-1H-indole-2,3-dione

CAS No. 18711-13-2

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