1-(4,5-Dihydrothiazol-2-yl)azetidine-3-thiol hydrochloride

Base Information

• Chemical Name: 1-(4,5-Dihydrothiazol-2-yl)azetidine-3-thiol hydrochloride
• CAS No.: 179337-57-6
• Molecular Formula: C₆H₁₀N₂S₂*ClH
• Molecular Weight: 210.752
• Hs Code.: 2934100090
• DSSTox Substance ID: DTXSID30475000
• Mol file: 179337-57-6.mol

Synonyms:179337-57-6;1-(4,5-Dihydrothiazol-2-yl)azetidine-3-thiol hydrochloride;3-Azetidinethiol, 1-(4,5-dihydro-2-thiazolyl)-, Monohydrochloride;1-(4,5-dihydro-1,3-thiazol-2-yl)azetidine-3-thiol;hydrochloride;1-(4,5-dihydro-1,3-thiazol-2-yl)azetidin-1-ium-3-thiol;chloride;1-(4,5-Dihydro-2-thiazolyl)-3-azetidinethiol HCl;C6H11ClN2S2;TEBIPENEM IMPURITY 2;SCHEMBL7818495;DTXSID30475000;AMY40567;MFCD18072489;AKOS016003162;DS-3684;SB67390;AC-26984;CS-0068888;FT-0697053;3-Mercapto-1-(1,3-thiazolin-2-yl)azetidine HCl;1-(4,5-Dihydrothiazol-2-yl)azetidine-3-thiol HCl;1-(4,5-Dihydrothiazol-2-yl)azetidine-3-thiolhydrochloride;3-Mercapto-1-(1,3-thiazolin-2-yl)azetidine hydrochloride;3-Azetidinethiol, 1-(4,5-dihydro-2-thiazolyl)-, hydrochloride (1:1);1-(4,5-Dihydro-1,3-thiazol-2-yl)azetidine-3-thiol--hydrogen chloride (1/1)

Chemical Property of 1-(4,5-Dihydrothiazol-2-yl)azetidine-3-thiol hydrochloride

Chemical Property:

• Melting Point: 134-136ºC
• PSA: 79.70000
• LogP: 0.87870
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 210.0052184
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

99% ^*data from raw suppliers

1-(4,5-Dihydro-2-thiazolyl)-3-azetidinethiolHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CSC(=N1)N2CC(C2)S.Cl
• Uses: 1-(4,5-Dihydro-2-thiazolyl)-3-azetidinethiol Hydrochloride is used as a reagent in the synthesis of Tebipenem Tetrahydrate (T012840); the active metabolite of Tebipenem Pivoxil (T012900) that shows excellent bactericidal activity against β-lactamase-nonproducing, ampicillin-resistant isolates.

Technology Process of 1-(4,5-Dihydrothiazol-2-yl)azetidine-3-thiol hydrochloride

There total 2 articles about 1-(4,5-Dihydrothiazol-2-yl)azetidine-3-thiol hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 61.0%

[1-(1,3-thiazolin-2-yl)azetidin-3-yl]thiosulfonic acid (313468-61-0) + thiophenol (108-98-5) → 2-(3-phenyldisulfanyl-azetidin-1-yl)-4,5-dihydro-thiazole + 1-(4,5-dihydro-1,3-thiazol-2-yl)-3-mercaptoazetidine hydrochloride (179337-57-6)

Guidance literature:

at 20 ℃; for 24h;

DOI:10.3987/COM-06-10810

Reference yield: 8.0%

[1-(1,3-thiazolin-2-yl)azetidin-3-yl]thiosulfonic acid (313468-61-0) + phenylmethanethiol (100-53-8) → 2-(3-benzyldisulfanyl-azetidin-1-yl)-4,5-dihydro-thiazole + 1-(4,5-dihydro-1,3-thiazol-2-yl)-3-mercaptoazetidine hydrochloride (179337-57-6)

Guidance literature:

at 20 ℃; for 24h;

DOI:10.3987/COM-06-10810

upstream raw materials:

[1-(1,3-thiazolin-2-yl)azetidin-3-yl]thiosulfonic acid

thiophenol

phenylmethanethiol

Refernces