Two methods of preparation 5-Hydroxymethylthiazole

Chemical and physical properties:

Product Name: 5-Hydroxymethylthiazole

English Synonyms: 5-Hydroxymethyl thiazole

CAS: 38585-74-9

EINECS Number: 414-780-9

Molecular formula: C4H5NOS

Molecular Weight: 115.15

Density: 1.339 g/cm3

Boiling Point: 248.5 ºC at 760 mmHg

Flash Point: 104.1 ºC

Risk Codes: 36/37/38-52/53-41-40

Safety Phrases: 26-36/37/39-61-22

Appearance: pale yellow oily liquid

Preparation of 5- Hydroxymefhylthiazole:

Example one:

2- Chloro -5- hydroxymethylthiazole (74.0 g 495 mmo)l was dissolved in methanol (925 mL) and charged into a Parr shaker. To this solution was charged sodium carbonate (26.76 g 252.5 mmol 0.51 eq) and 10 palladium on carbon (11.1 g). The system was heated 60 C under 50 psi (3.40 atm) of hydrogen gas and agitated for 8 hours. The reaction mixture can be vented periodically to release the buildup of carbon dioxide gas. The shaker was then cooled and the contents filtered through a bed of diatomaceous earth. The filtrate was then concentrated under reduced pressure (38 C) and the residue was taken up in methyl t butyl ether (600 mL) and dried over sodium sulfate (70 g). The dried solution was filtered and concentrated under reduced pressure (38 C) to provide 5-hydroxymethylthiazole Yield 52.2 g, 91.6.

Example two:

2–Chloro-5-hydroxymethylthiazole hydrochloride(3.72 g 0.02 mole) was dissolved in methanol (30 mL) and charged into a Parr shaker. To this solution was charged sodium carbonate( 2.12 g 0.02 mole) and 10 palladium on carbon (0.9 g). The system was heated (60 C) under 50 psi (3.40 atm) of hydrogen gas and agitated for 18 hours. The reaction was monitored by TLC or GC and allowed to proceed for an additional 5 hours after completion. The reaction mixture was cooled and the contents filtered through a bed of diatomaceous earth. The filtrate was then concentrated under reduced pressure (38 C) and the residue was taken up in methyl t butyl ether (100 mL) and dried over sodium sulfate (10 g). The dried solution was filtered and concentrated under reduced pressure (38 C) to provide 5-hydroxymethylthiazole as a slightly colored oil Yield 2.05 g, 89.1.

Frankie is the freelance writer for e-commerce website in the chemistry. Guidechem.com is just a place for you to look for some chemicals. Our guidechem provide the most convenient conditions for the international buyers and let these leads benefit all the business people. Guidechem chemical B2B network provides information on china and global chemical market quotation and relative chemical Information. Guidechem Chemical Network providing the most complete information of the chemical industry.