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CS-W001157 4
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4-Chlorothiazol-2-amine

  • CAS No. 52107-46-7

  • Cat. No. CS-0186998
  • Purity≥96%
  • MDL No.MFCD09999189

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

4-Chlorothiazol-2-amine|CS-0186998

Structure of 52107-46-7

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General Information

  • CAS No. 52107-46-7
  • Cat. No. CS-0186998
  • Purity ≥96%
  • MDL No. MFCD09999189
  • Storage -20°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₃ClN₂S
  • Molecular Weight None
  • Synonym(s) 2-Amino-4-chlorothiazole
  • SMILES ClC=1N=C(SC1)N

Description

4-Chlorothiazol-2-amine features a thiazole core with strategically positioned chlorine and amino groups, enabling direct functionalization in heterocyclic synthesis. The electron-deficient ring facilitates nucleophilic substitution, while the amine moiety serves as a reactive handle for coupling reactions. This compound offers enhanced stability under standard conditions and demonstrates compatibility with diverse reaction environments.

Application

4-Chlorothiazol-2-amine serves as a versatile heterocyclic building block in medicinal chemistry, enabling direct functionalization at the 2-position via nucleophilic substitution or palladium-catalyzed coupling. Its chlorine substituent provides high reactivity for C–N and C–C bond formation, while the amino group offers orthogonal handle for derivatization. Bench-stable and readily purified by recrystallization, it facilitates efficient access to thiazole-based scaffolds prevalent in pharmaceutical research.

Synthesis

  • Route1

    References

    • Takahashi et al. Yakugaku Zasshi, 1947 , vol. 67, p. 178 Chem.Abstr., 1952 , p. 112

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   1.3787
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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