| Identification | More | [Name]
5-AMINO-3-METHYL-1,2,4-THIADIAZOLE | [CAS]
17467-35-5 | [Synonyms]
3-METHYL-1,2,4-THIADIAZOL-5-YLAMINE
5-AMINO-3-METHYL-1,2,4-THIADIAZOLE
TIMTEC-BB SBB005481
5-Amino-3-Methyl-1,3,4-Thiadiazole
3-methyl-1,2,4-thiadiazol-5-amine | [Molecular Formula]
C3H5N3S | [MDL Number]
MFCD01114751 | [Molecular Weight]
115.16 | [MOL File]
17467-35-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
202 °C | [Boiling point ]
261.2±23.0 °C(Predicted) | [density ]
1.372±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [pka]
4.56±0.50(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C3H5N3S/c1-2-5-3(4)7-6-2/h1H3,(H2,4,5,6) | [InChIKey]
DJKUIGPCSNRFRK-UHFFFAOYSA-N | [SMILES]
S1C(N)=NC(C)=N1 | [CAS DataBase Reference]
17467-35-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
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 . | [HazardClass ]
IRRITANT | [HS Code ]
2934999090 |
| Hazard Information | Back Directory | [Chemical Properties]
prism | [Uses]
3-methyl-1,2,4-thiadiazol-5-amine is a useful intermediate used in the preparation of 1,2,4-thiadiazole analogue that functions as a non-peptide inhibitor of beta-secretase. | [Synthesis]
The general procedure for the synthesis of 5-amino-3-methyl-1,2,4-thiadiazole from potassium thiocyanate and chloroacetamidine was as follows: chloroacetamidine (5.1 g, 55 mmol) was dissolved in methanol (250 mL) and the resulting solution was cooled to 0 °C. Subsequently, potassium thiocyanate (5.3 g, 55 mmol) was added to the solution. The reaction mixture was stirred at room temperature for 12 hours. Upon completion of the reaction, the solution was concentrated under reduced pressure, diluted with ethyl acetate (200 mL) and insoluble solids were removed by filtration under reduced pressure. The filtrate was further concentrated under reduced pressure to give the crude product. The crude product was purified by column chromatography (silica gel, n-hexane:ethyl acetate = 4:1) to afford finally 5-amino-3-methyl-1,2,4-thiadiazole (2 g, 32% yield). The structure of the product was confirmed by 1H NMR (600 MHz, CD3OD), δ 3.27 (s, 3H). | [References]
[1] Patent: US2012/264727, 2012, A1. Location in patent: Page/Page column 53
[2] Patent: EP2706062, 2014, A2. Location in patent: Paragraph 0199 |
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