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CS-W001157 4
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Pyrimidine-2-carbothioamide

  • CAS No. 4537-73-9

  • Cat. No. CS-0037234
  • Molecule weight139.18
  • Purity≥98%
  • MDL No.MFCD12093703

*For research and further manufacturing use only, not for direct human use.

Pyrimidine-2-carbothioamide|CS-0037234

Structure of 4537-73-9

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General Information

  • CAS No. 4537-73-9
  • Cat. No. CS-0037234
  • Purity ≥98%
  • MDL No. MFCD12093703
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅N₃S
  • Molecular Weight 139.18
  • Synonym(s) 2-Pyrimidinecarbothioamide (9CI)
  • SMILES C1=CN=C(C(=S)N)N=C1

Description

Pyrimidine-2-carbothioamide features a thiocarbonyl group directly attached to the pyrimidine ring, delivering enhanced reactivity in nucleophilic substitution and coordination chemistry. This scaffold integrates readily into heterocyclic frameworks, offering robust stability under standard conditions while enabling efficient functionalization at the C2 position.

Application

Pyrimidine-2-carbothioamide serves as a versatile building block in medicinal chemistry, enabling efficient access to heterocyclic scaffolds through nucleophilic substitution and condensation reactions. Its thiocarbonyl group exhibits predictable reactivity in transition-metal-catalyzed couplings and cyclization processes, offering robust functional group tolerance. The compound demonstrates excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis campaigns in API development and library generation.

Synthesis

  • Route1

    References

    • Calderon Ortiz, Lorena K.; Wuerfel, Hendryk; Taeuscher, Eric; Wei, Dieter; Birckner, Eckhard; Goerls, Helmar; Beckert, Rainer Synthesis (Germany), 2014 , vol. 46, # 1 art. no. SS-2013-T0566-OP, p. 126 - 134

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   51.8
  • LogP   0.1108
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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