4,6-Dichloro-5-nitro-2-(propylthio)pyrimidine

Name: 4,6-Dichloro-5-nitro-2-(propylthio)pyrimidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 145783-14-8
Cat. No. CS-M1846
Molecule weight268.12
Purity≥98%
MDL No.MFCD10698669

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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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4,6-Dichloro-5-nitro-2-(propylthio)pyrimidine|CS-M1846

Structure of 145783-14-8

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General Information

CAS No. 145783-14-8
Cat. No. CS-M1846
Purity ≥98%
MDL No. MFCD10698669
Storage -20°C, stored under nitrogen, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇Cl₂N₃O₂S
Molecular Weight 268.12
Synonym(s) 4,6-Dichlor-5-nitro-2-(propylsulfanyl)pyrimidin
SMILES CCCSC1=NC(Cl)=C([N+]([O-])=O)C(Cl)=N1

Description

4,6-Dichloro-5-nitro-2-(propylthio)pyrimidine features a trifunctional pyrimidine core with electron-withdrawing chlorine and nitro groups paired with a propylthio substituent. This combination enables selective reactivity in nucleophilic substitution cascades, facilitating efficient incorporation into advanced heterocyclic architectures under mild conditions.

Application

4,6-Dichloro-5-nitro-2-(propylthio)pyrimidine serves as a versatile building block in heterocyclic synthesis, enabling selective functionalization at the 4- and 6-positions via palladium-catalyzed cross-coupling. The nitro group facilitates subsequent reduction and cyclization sequences, while the propylthio substituent offers orthogonal reactivity. Its bench-stable nature and compatibility with diverse nucleophiles make it valuable for constructing complex pyrimidine-based scaffolds in medicinal chemistry and agrochemical development.

Synthesis

Route1
- In-stock
  
  145783-13-7
- 121-69-7
- ~%
- In-stock
  
  145783-14-8
References
- US5747496 A1, ;
Route2
- 145783-12-6
- ~%
- In-stock
  
  145783-14-8
References
- WO2011/17108 A2, ; WO 2011/017108 A2

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 68.92
LogP 3.1937
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 4

Other Classifications

Bioactive Molecules Natural Products

Building Blocks Functional Group Thioether

Building Blocks Functional Group Chloride

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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4,6-Dichloro-5-nitro-2-(propylthio)pyrimidine

CAS No. 145783-14-8

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