4-Chloro-2-(dimethylamino)-1,3-thiazole-5-carbaldehyde

Base Information

• Chemical Name: 4-Chloro-2-(dimethylamino)-1,3-thiazole-5-carbaldehyde
• CAS No.: 129865-54-9
• Molecular Formula: C₆H₇ClN₂OS
• Molecular Weight: 190.653
• Hs Code.: 2934100090
• European Community (EC) Number: 868-262-6
• DSSTox Substance ID: DTXSID20429330
• Nikkaji Number: J449.921B
• Wikidata: Q82242333
• Mol file: 129865-54-9.mol

Synonyms:4-chloro-2-(dimethylamino)-1,3-thiazole-5-carbaldehyde;129865-54-9;4-Chloro-2-(dimethylamino)thiazole-5-carbaldehyde;4-Chloro-2-dimethylamino-thiazole-5-carbaldehyde;SCHEMBL15156345;DTXSID20429330;WQEAFACWNKVEMO-UHFFFAOYSA-N;MFCD07852062;STL134882;AKOS005208479;LS-09209;CS-0215373;EN300-24055;2-(Dimethylamino)-4-chlorothiazole-5-carbaldehyde;J-514900;Z168874982

Chemical Property of 4-Chloro-2-(dimethylamino)-1,3-thiazole-5-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.648
• Boiling Point: 283.8°Cat760mmHg
• Flash Point: 125.4°C
• PSA: 61.44000
• Density: 1.425g/cm³
• LogP: 1.67500
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 189.9967617
• Heavy Atom Count: 11
• Complexity: 156

Purity/Quality:

97% ^*data from raw suppliers

4-Chloro-2-(dimethylamino)-1,3-thiazole-5-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=NC(=C(S1)C=O)Cl
• Uses: 4-Chloro-2-(dimethylamino)-1,3-thiazole-5-carbaldehyde is used in the preparation of imidazo[4,5-b]pyridine derivatives, which are useful as ALK and JAK modulators for the treatment of proliferative disorders.

Technology Process of 4-Chloro-2-(dimethylamino)-1,3-thiazole-5-carbaldehyde

There total 2 articles about 4-Chloro-2-(dimethylamino)-1,3-thiazole-5-carbaldehyde 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: 85.0%

2,4-dichlorothiazole-5-carboxaldehyde (92972-48-0) + dimethyl amine (124-40-3) → 4-chloro-2-dimethylamino-1,3-thiazole-5-carbaldehyde (129865-54-9)

Guidance literature:

In tetrachloromethane; at 20 ℃;

DOI:10.1007/s10593-010-0509-y

Reference yield:

2,4-dichlorothiazole (4175-76-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 4-chloro-2-dimethylamino-1,3-thiazole-5-carbaldehyde (129865-54-9)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1) -78 deg C, 10 min., hexane, THF, 2) up to room temp., 2h;

Reference yield: 85.0%

4-chloro-2-dimethylamino-1,3-thiazole-5-carbaldehyde (129865-54-9) + sodium methylate (124-41-4) → 4-methoxy-2-dimethylamino-1,3-thiazole-5-carbaldehyde (877977-15-6)

Guidance literature:

In methanol;

DOI:10.1007/s10593-010-0509-y

upstream raw materials:

2,4-dichlorothiazole

N,N-dimethyl-formamide

2,4-dichlorothiazole-5-carboxaldehyde

dimethyl amine

Downstream raw materials:

4-methoxy-2-dimethylamino-1,3-thiazole-5-carbaldehyde

C₈H₁₂N₂O₂S

3-(4-chloro-2-dimethylamino-1,3-thiazol-5-yl)-1-phenyl-2-propen-1-one

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