5-(bromomethyl)-4-methylThiazole

Base Information

• Chemical Name: 5-(bromomethyl)-4-methylThiazole
• CAS No.: 181424-10-2
• Molecular Formula: C5H6BrNS
• Molecular Weight: 192.079
• Mol file: 181424-10-2.mol

Synonyms:5-(bromomethyl)-4-methylThiazole

Chemical Property of 5-(bromomethyl)-4-methylThiazole

Chemical Property:

• PSA: 41.13000
• LogP: 2.34640

Purity/Quality:

5-(Bromomethyl)-4-methyl-1,3-thiazole hydrobromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(bromomethyl)-4-methylThiazole

There total 4 articles about 5-(bromomethyl)-4-methylThiazole 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: 70.0%

4,5-Dimethylthiazole (3581-91-7) → 5-bromomethyl-4-methyl-thiazole (181424-10-2)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; for 1h; Heating;

Reference yield: 40.0%

(4-methyl-1,3-thiazol-5-yl)methanol (1977-06-6) → 5-bromomethyl-4-methyl-thiazole (181424-10-2)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 20 ℃; Inert atmosphere; Cooling with ice;

Reference yield:

ethyl 4-methylthiazole-5-carboxylate (20582-55-2) → 5-bromomethyl-4-methyl-thiazole (181424-10-2)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 20 °C

2: phosphorus tribromide / dichloromethane / 3 h / 20 °C

With lithium aluminium tetrahydride; phosphorus tribromide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bioorg.2021.105015

upstream raw materials:

(4-methyl-1,3-thiazol-5-yl)methanol

4,5-Dimethylthiazole

4-methyl-1,3-thiazole-5-carbaldehyde

ethyl 4-methylthiazole-5-carboxylate

Downstream raw materials:

((4-methylthiazol-5-yl)methyl)triphenylphosphonium bromide

4-methyl-1,3-thiazole-5-carbaldehyde

3-Chloro-4-fluoro-N-((4-methylthiazol-5-yl)methyl)aniline

Refernces

• 1、 -. "CARBACEPHEM BETA-LACTAM ANTIBIOTICS". Page/Page column 79-80. . Retrieved 2010/04/06.
• 2、 Hariri, Mouaffak Al,Galley, Olivier,Pautet, Felix,Fillion, Houda. "Selective Bromination of 4,5-Dimethylthiazole with N-Bromosuccinimide". . p. 593 - 594. Retrieved 2007/10/03.