2-Chloro-5-aminomethylthiazole

Base Information

• Chemical Name: 2-Chloro-5-aminomethylthiazole
• CAS No.: 120740-08-1
• Molecular Formula: C4H5ClN2S
• Molecular Weight: 148.616
• Hs Code.: 2934100090
• European Community (EC) Number: 812-333-6
• DSSTox Substance ID: DTXSID50436214
• Nikkaji Number: J1.381.708A
• Wikidata: Q82251468
• Mol file: 120740-08-1.mol

Synonyms:2-Chloro-5-aminomethylthiazole;120740-08-1;(2-chlorothiazol-5-yl)methanamine;(2-chloro-1,3-thiazol-5-yl)methanamine;C-(2-Chloro-thiazol-5-yl)-methylamine;5-(Aminomethyl)-2-chlorothiazole;5-Aminomethyl-2-chlorothiazole;MFCD08705904;2-chloro-5-(aminomethyl)thiazole;5-Thiazolemethanamine,2-chloro-;5-Thiazolemethanamine, 2-chloro-;SCHEMBL464607;2-chloro-5-thiazolemethanamine;2-Chlorothiazole-5-methanamine;2-chloro-5-thiazolylmethylamine;DTXSID50436214;KCDQBIMJBRASQE-UHFFFAOYSA-N;(2-Chlorothiazol-5-yl)methylamine;C-(2-Chlorothiazol-5-yl)methylamine;AKOS006240496;CS-W005024;SB31732;DS-10696;SY031011;1-(2-Chloro-1,3-thiazol-5-yl)methanamine;AM20080153;FT-0649175;EN300-199049;A848537;J-508811

Chemical Property of 2-Chloro-5-aminomethylthiazole

Chemical Property:

• Vapor Pressure: 0.005mmHg at 25°C
• Melting Point: 121 °C
• Refractive Index: 1.61
• Boiling Point: 274.75 °C at 760 mmHg
• PKA: 7.68±0.29(Predicted)
• Flash Point: 119.965 °C
• PSA: 67.15000
• Density: 1.428 g/cm³
• LogP: 1.95550
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 147.9861970
• Heavy Atom Count: 8
• Complexity: 80.4

Purity/Quality:

99% ^*data from raw suppliers

(2-Chlorothiazol-5-yl)methanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(SC(=N1)Cl)CN
• Uses: (2-Chlorothiazol-5-yl)methanamine is a metabolite of Thiamethoxam (T344180), a neonicotinoid insecticide.

Technology Process of 2-Chloro-5-aminomethylthiazole

There total 8 articles about 2-Chloro-5-aminomethylthiazole 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: 94.3%

α-Cl-β-thiazolyl chloride (105827-91-6) → [(2-chloro-5-thiazolyl)methyl]amine (120740-08-1)

Guidance literature:

With hexamethylenetetramine; In chloroform; for 3h; Heating;

DOI:10.1021/jf035312a

Reference yield: 80.1%

1,3,5-tris{(2-chloro-1,3-thiazol-5-yl)methyl}-1,3,5-hexahydrotriazine (872165-33-8) → bis{(2-chlorothiazol-5-yl)methyl}amine (434902-57-5) + [(2-chloro-5-thiazolyl)methyl]amine (120740-08-1)

Guidance literature:

1,3,5-tris{(2-chloro-1,3-thiazol-5-yl)methyl}-1,3,5-hexahydrotriazine; With hydrogenchloride; methanol; water; at 60 ℃; for 1.5h; Heating / reflux;

With sodium hydroxide; In water; 4-methyl-2-pentanone; pH=13; Product distribution / selectivity;

Reference yield: 71.6%

1,3,5-tris{(2-chloro-1,3-thiazol-5-yl)methyl}-1,3,5-hexahydrotriazine (872165-33-8) → [(2-chloro-5-thiazolyl)methyl]amine (120740-08-1)

Guidance literature:

1,3,5-tris{(2-chloro-1,3-thiazol-5-yl)methyl}-1,3,5-hexahydrotriazine; With hydrogenchloride; water; In toluene; at 60 ℃; for 0.5h;

With hydroxyammonium sulfate; water; In toluene; at 25 - 35 ℃;

With sodium hydroxide; In water; toluene; pH=12.2 - 12.3; Product distribution / selectivity;

upstream raw materials:

α-Cl-β-thiazolyl chloride

1,3,5-tris{(2-chloro-1,3-thiazol-5-yl)methyl}-1,3,5-hexahydrotriazine

potassium phtalimide

N-(2-chloro-5-thiazolylmethyl)phthalimide

Downstream raw materials:

3-[(2-chlorothiazol-5-yl)methyl]-1-[2-fluoro-4-(trifluoromethylthio)-phenyl]-1-methyl-urea

tert-butyl ((2-chlorothiazol-5-yl)methyl)carbamate

clothianidine

Refernces

• 1、 -. "Imidazo [4, 5-b] pyridine compounds with biological activity as well as preparation method and application of imidazo [4, 5-b] pyridine compounds". Paragraph 0091-0092-0093; 0095. . Retrieved 2019/10/15.
• 2、 -. "Thiazole Methylamino Pyridine Compounds and Preparation Method Therefor". Page/Page column 0075. . Retrieved 2015/02/25.