Lot numbers can be found on the outside label of a product:
2-Chlorothiazole-5-carbonitrile
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CAS No. 51640-36-9
- Cat. No. CS-W014401
- Purity≥96%
- MDL No.MFCD03012290
*For research and further manufacturing use only, not for direct human use.
Structure of 51640-36-9
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General Information
- CAS No. 51640-36-9
- Cat. No. CS-W014401
- Purity ≥96%
- MDL No. MFCD03012290
- Storage -20°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₄HClN₂S
- Molecular Weight 144.58
- Synonym(s) 2-CHLOROTHIAZOLE-5-CARBONITRILE,2-CHLORO-5-THIAZOLE CARBONITRILE
- SMILES ClC1=NC=C(S1)C#N
Description
2-Chlorothiazole-5-carbonitrile features a chlorinated thiazole core fused with a nitrile group, offering enhanced reactivity for heterocyclic synthesis. This bench-stable, moisture-tolerant compound integrates readily into pharmaceutical intermediates and functional materials via nucleophilic substitution or metal-catalyzed coupling.
Application
2-Chlorothiazole-5-carbonitrile serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the thiazole core via nucleophilic substitution or cross-coupling reactions. Its dual reactive sites—electrophilic chlorine and electron-deficient nitrile—facilitate modular synthesis of substituted thiazoles and heterocyclic scaffolds. The compound exhibits good bench stability and compatibility with standard reaction conditions, supporting efficient purification and scalability in API intermediate development.
Synthesis
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Route1
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In-stock
51640-52-9 - ~73%
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In-stock
51640-36-9
References
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Bilodeau, Mark T.; Balitza, Adrienne E.; Koester, Timothy J.; Manley, Peter J.; Rodman, Leonard D.; Buser-Doepner, Carolyn; Coll, Kathleen E.; Fernandes, Christine; Gibbs, Jackson B.; Heimbrook, David C.; Huckle, William R.; Kohl, Nancy; Lynch, Joseph J.; Mao, Xianzhi; McFall, Rosemary C.; McLoughlin, Debra; Miller-Stein, Cynthia M.; Rickert, Keith W.; Sepp-Lorenzino, Laura; Shipman, Jennifer M.; Subramanian, Raju; Thomas, Kenneth A.; Wong, Bradley K.; Yu, Sean; Hartman, George D. Journal of Medicinal Chemistry, 2004 , vol. 47, # 25 p. 6363 - 6372
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Route2
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In-stock
51640-52-9
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540-80-7 - ~%
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In-stock
51640-36-9
References
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Merck and Co., Inc. Patent: US2002/147203 A1, 2002 ;
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Route3
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22963-36-6
- ~%
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In-stock
51640-36-9
References
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Borthwick,A.D. et al. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1973 , p. 2769 - 2772
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS05,GHS07
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Signal Word : Danger
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UN#: 1759
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Class : 8
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Packing Group : Ⅲ
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Hazard Statements : H302-H318
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Precautionary Statements : P264-P270-P280-P330-P501
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Quality Control
Computational Chemistry Data
- TPSA 36.68
- LogP 1.66818
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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