4-Chloro-2-(1-piperidino)-5-thiazolecarboxaldehyde

Base Information

• Chemical Name: 4-Chloro-2-(1-piperidino)-5-thiazolecarboxaldehyde
• CAS No.: 139670-00-1
• Molecular Formula: C9H11 Cl N2 O S
• Molecular Weight: 230.718
• Hs Code.: 2934100090
• DSSTox Substance ID: DTXSID30397071
• Nikkaji Number: J449.922K
• Wikidata: Q82198110
• Mol file: 139670-00-1.mol

Synonyms:139670-00-1;4-Chloro-2-(1-piperidino)-5-thiazolecarboxaldehyde;4-chloro-2-piperidin-1-yl-1,3-thiazole-5-carbaldehyde;4-chloro-2-(piperidin-1-yl)-1,3-thiazole-5-carbaldehyde;4-Chloro-2-piperidin-1yl-thiazole-5-carbaldehyde;SCHEMBL2559355;DTXSID30397071;MFCD03453084;AKOS000271106;DS-0019;2-Piperidino-4-chlorothiazole-5-carbaldehyde;AM20080297;CS-0307851;FT-0704600;EN300-08867;4-Chloro-2-piperidin-1ylthiazole-5-carbaldehyde;A807577;SR-01000052940;SR-01000052940-1;Z55928943;4-chloro-2-(1-piperidino)-5-thiazolecarboxaldehyde, AldrichCPR

Chemical Property of 4-Chloro-2-(1-piperidino)-5-thiazolecarboxaldehyde

Chemical Property:

• Vapor Pressure: 1.32E-05mmHg at 25°C
• Boiling Point: 368°Cat760mmHg
• Flash Point: 176.3°C
• PSA: 61.44000
• Density: 1.373g/cm³
• LogP: 2.66430
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 230.0280618
• Heavy Atom Count: 14
• Complexity: 211

Purity/Quality:

98%min ^*data from raw suppliers

4-Chloro-2-(1-piperidino)-5-thiazolecarboxaldehyde ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(CC1)C2=NC(=C(S2)C=O)Cl
• Uses: 4-Chloro-2-(1-piperidino)-5-thiazolecarboxaldehyde acts as a reagent in the synthesis of thiazolyl thiazolidinedione derivatives that functions as aldose reductase inhibitors that prevents sorbitol accumulation in tissues.

Technology Process of 4-Chloro-2-(1-piperidino)-5-thiazolecarboxaldehyde

There total 3 articles about 4-Chloro-2-(1-piperidino)-5-thiazolecarboxaldehyde 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: 92.0%

piperidine (110-89-4) + 2,4-dichlorothiazole-5-carboxaldehyde (92972-48-0) → 4-chloro-2-(piperidin-1-yl)thiazole-5-carbaldehyde (139670-00-1)

Guidance literature:

With potassium carbonate; In ethanol; for 6h; Reagent/catalyst; Solvent; Reflux;

DOI:10.1016/j.molstruc.2021.130828

Reference yield: 90.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 2-Piperidin-1-yl-thiazol-4-ol → 4-chloro-2-(piperidin-1-yl)thiazole-5-carbaldehyde (139670-00-1)

Guidance literature:

With trichlorophosphate; at 70 ℃; for 1h;

DOI:10.1002/prac.19963380108

Reference yield:

N-Formylpiperidine (2591-86-8) + 2,4-dichlorothiazole (4175-76-2) → 4-chloro-2-(piperidin-1-yl)thiazole-5-carbaldehyde (139670-00-1)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction; 1) THF, hexane, -78 deg C, 30 min, 2) THF;

upstream raw materials:

N-Formylpiperidine

2,4-dichlorothiazole

N,N-dimethyl-formamide

piperidine

Downstream raw materials:

C₁₇H₁₇ClN₂OS

C₁₈H₂₀N₂O₂S

C₁₁H₁₆N₂O₂S

Refernces

• 1、 Carla, Virginia,Choi, Inhee,Choi, Junghwan,Delorme, Vincent,Heo, Jinyeong,Jea Seo, Jeong,Jin, Guanghai,Kang, Juhee,Kang, Sunhee,Kim, Jaeseung,Lee, Aram,Lee, Honggun,Lee, Sumi,Mi Kim, Young,Park, Kaapjoo,Park, Sinyoung,Seo, Mooyoung,Shum, David,Woo, Minjeong. "Discovery of thienothiazolocarboxamide analogues as novel anti-tubercular agent". . . Retrieved 2020/10/21.
• 2、 Debski, Norbert,Hanefeld, Wolfgang,Schlitzer, Martin. "Improved Synthesis of 2-Substituted 4-Chlorothiazole-5-carbaldehydes". . p. 1427 - 1429. Retrieved 2007/10/03.