Thiotriazinone Chemical Properties

Melting point:

168-171 °C (lit.)

Density 

1.62±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,2-8°C

solubility 

DMSO (Sparingly), Methanol (Slightly)

form 

Solid

pka

5.34±0.20(Predicted)

color 

White to Off-White

InChI

InChI=1S/C4H5N3O2S/c1-7-4(10)5-2(8)3(9)6-7/h1H3,(H,6,9)(H,5,8,10)

InChIKey

UMWWHOXOVPIGFD-UHFFFAOYSA-N

SMILES

N1C(=O)C(=O)NC(=S)N1C

CAS DataBase Reference

58909-39-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

20/21/22-36

Safety Statements 

36-26

WGK Germany 

3

HS Code 

29336990

Thiotriazinone Usage And Synthesis

Chemical Properties

White Solid

Uses

Reagent used in the preparation of Cefalosporins.

Uses

Thiotriazinone can be used in the preparation of Cefalosporins.

General Description

Tetrahydro-2-methyl-3-thioxo-1,2,4-triazine-5,6-dione is an intermediate for synthesizing ceftriaxone.

Synthesis

General procedure for the synthesis of triazine ring from 2-methylaminothiourea and diethyl oxalate: 2-methylaminothiourea, mixed solvent (1:3 mass ratio of methanol to DMSO), diethyl oxalate and sodium methanolate were added to the reactor in the mass ratio 1:10:4:10. The cyclization reaction was carried out in the temperature range of 0-45°C. Upon completion of the reaction, acidification was carried out with hydrochloric acid in an amount of 30% by mass of 2-methylaminothiourea. Subsequently, the reaction mixture was filtered and dried to give the triazine ring in 91.6% yield. The purity of the product was assayed by HPLC and the by-product content was 0.0005% (5 ppm). The product was calculated as M (triazine ring) / [M (methylaminothiourea) * 159.17 / 105.16].

References

[1] Patent: CN104177305, 2017, B. Location in patent: Paragraph 0022; 0023; 0024; 0025; 0026; 0027; 0028-0031

Thiotriazinone(58909-39-0)Related Product Information

• CHLOROPHOSPHONAZO III
• Bensulfuron methyl
• Dihydromyrcenol
• Hydrochlorothiazide
• Mercaptoacetic acid
• Methyl acrylate
• Ceftriaxone sodium
• 1,3,5-Triazine
• Tetramethylpyrazine
• Methylparaben
• Kresoxim-methyl
• S-2-Benzothiazolyl 2-amino-alpha-(methoxyimino)-4-thiazolethiolacetate
• (E)-Ceftriaxone
• Methyl
• (6R-trans)-7-amino-8-oxo-3-[[(1,2,5,6-tetrahydro-2-methyl-5,6-dioxo-1,2,4-triazin-3-yl)thio]methyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• Malathion
• CEFTRIAXONE
• Methyl bromide