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34272-64-5

34272-64-5 Structure

34272-64-5 Structure
IdentificationMore
[Name]

2-Mercapto-4-methyl-5-thiazoleacetic acid
[CAS]

34272-64-5
[Synonyms]

2-MERCAPTO-4-METHYL-1,3-THIAZOL-5-YL-ACETIC ACID
2-MERCAPTO-4-METHYL-5-THIAZOLEACETIC ACID
2-MERCAPTO-4-METHYLTHIAZOLE-5-ACETIC ACID
MMTA
2-mercapto-4-methyl-5-thiazoleaceticaci
2,3-dihydro-4-methyl-2-thioxothiazol-5-acetic acid
2-MERCAPTO-4-METHYL-5-THIAZOLE ACETIC ACID(MMTA)
2-mercapto-4-methylthiazole-5-yl acetic acid
2-Mercapto-4-Methyl-5-Thiazole
2-(2-Mercapto-4-Methyl-1,3-Thiazole-5-yl) Acetic Acid
MTAA:2-MERCAPTO-4-METHYL-1,3-THIAZOL-5-YL-ACETIC ACID
SIDE CHAIN OF CEFODIZIME /2-MERCAPTO-4-METHYL-5-THIAZOLEACETIC ACID
(4-Methyl-2-thioxo-2,3-dihydro-thiazol-5-yl)-acetic acid
2-(2-mercapto-4-methylthiazol-5-yl)acetic acid
(4-Methyl-2-thioxo-2,3-dihydro-thiazol-5-yl)-
4-Methyl-2-mercaptothiazole-5-acetic acid
2-Mercapto-4-methylthizaol-5-yl)acetic acid
[EINECS(EC#)]

251-905-4
[Molecular Formula]

C6H7NO2S2
[MDL Number]

MFCD01750430
[Molecular Weight]

189.26
[MOL File]

34272-64-5.mol
Chemical PropertiesBack Directory
[Appearance]

white to light yellow crystal powde
[Melting point ]

207 °C (dec.) (lit.)
[Boiling point ]

363.4±44.0 °C(Predicted)
[density ]

1.52±0.1 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

soluble in DMSO, Methanol
[form ]

powder to crystal
[pka]

4.09±0.10(Predicted)
[color ]

White to Light yellow
[λmax]

320nm(H2O)(lit.)
[InChI]

1S/C6H7NO2S2/c1-3-4(2-5(8)9)11-6(10)7-3/h2H2,1H3,(H,7,10)(H,8,9)
[InChIKey]

KYBOCQHDFLVQIB-UHFFFAOYSA-N
[SMILES]

Cc1nc(S)sc1CC(O)=O
[CAS DataBase Reference]

34272-64-5(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[RIDADR ]

UN 3335
[WGK Germany ]

3
[RTECS ]

XJ1921000
[HS Code ]

2934.10.2000
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
[Toxicity]

mouse,LD50,intravenous,1680mg/kg (1680mg/kg),Therapie. Vol. 26, Pg. 497, 1971.
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Pentanoic acid, 3-chloro-4-oxo-, methyl ester-->Cefodizime sodium-->Carbon tetrachloride-->Levulinic acid-->Hydrogen peroxide-->Ammonium dithiocarbamate-->Sodium carbonate-->Sodium bromide
[Preparation Products]

Cefodizime-->T 2588G
Hazard InformationBack Directory
[Chemical Properties]

white to light yellow crystal powde
[Uses]

2-Mercapto-4-methyl-5-thiazoleacetic acid may be used as a capping agent in the preparation of fused spherical gold nanoparticles. It may also be used in the synthesis of eight-tin macrocyclic complex (a 40-membered macrocycle containing two distannoxane ladders).
[General Description]

2-Mercapto-4-methyl-5-thiazoleacetic acid is a thiazole derivative. It participates in the preparation of dinuclear [Au-(O4NCS2)]2 and tetranuclear [Au(SSCOOH)]4 complexes.
[Synthesis]

Ammonium dithiocarbamate

513-74-6

Levulinic acid

123-76-2

2-Mercapto-4-methyl-5-thiazoleacetic acid

34272-64-5

To the reactor were added 100 kg of acetylpropionic acid and 1000 L of carbon tetrachloride. Under stirring conditions, 176 kg of sodium bromide was added, followed by a slow dropwise addition of 260 kg of hydrogen peroxide solution. The reaction mixture was heated to 60 °C and maintained at this temperature for 2.5 hours. Upon completion of the reaction, water was added for washing to separate the organic and aqueous phases. The aqueous phase was treated as waste water. To the organic phase, 75 kg of ammonium dithiocarbamate, 1000 kg of water and 22 kg of sodium carbonate were added directly to the organic phase to carry out the cyclization reaction. After completion of the reaction, the aqueous phase was acidified with acid at pH=1.5 to precipitate the product. Finally, 132 kg of 2-mercapto-4-methyl-5-thiazoleacetic acid was obtained with 99.92% purity and 80.99% yield.

[References]

[1] Patent: CN107602503, 2018, A. Location in patent: Paragraph 0024; 0025; 0026; 0027; 0028; 0029-0034
Spectrum DetailBack Directory
[Spectrum Detail]

2-Mercapto-4-methyl-5-thiazoleacetic acid(34272-64-5)IR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

34272-64-5(sigmaaldrich)
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