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| | 1,3-Dimethyl-1H-pyrazol-5-amine Basic information |
| | 1,3-Dimethyl-1H-pyrazol-5-amine Chemical Properties |
| Melting point | 65-69 °C (lit.) | | Boiling point | 121-123 °C(Press: 9 Torr) | | density | 1.17±0.1 g/cm3(Predicted) | | Fp | 88 °C | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | form | crystalline powder | | pka | 4+-.0.10(Predicted) | | color | Light orange | | Sensitive | Hygroscopic | | BRN | 113420 | | InChI | InChI=1S/C5H9N3/c1-4-3-5(6)8(2)7-4/h3H,6H2,1-2H3 | | InChIKey | ZFDGMMZLXSFNFU-UHFFFAOYSA-N | | SMILES | N1(C)C(N)=CC(C)=N1 | | CAS DataBase Reference | 3524-32-1(CAS DataBase Reference) | | NIST Chemistry Reference | 5-Amino-1,3-dimethylpyrazole(3524-32-1) |
| Hazard Codes | Xi,Xn | | Risk Statements | 36/37/38-22 | | Safety Statements | 26-36-37/39 | | WGK Germany | 3 | | HS Code | 29331990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 1,3-Dimethyl-1H-pyrazol-5-amine Usage And Synthesis |
| Chemical Properties | white to light yellow crystal powde | | Uses | 5-Amino-1,3-dimethylpyrazole may be used in the preparation of:
- 5-benzamido-1,3-dimethylpyrazole
- diethyl 2-{[(1,3-dimethyl-1H-pyrazol-5-yl)amino]methylene}malonate
- 5-amino-1,3-dimethyl-4-phthalidylpyrazole
- (E)-N-(3,7-dimethylocta-2,6-dienyl)-1,3-dimethyl-1H-pyrazol-5-amine analog(LQFM002)
- 4-isopropyl-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridin-6-ol
| | General Description | 5-Amino-1,3-dimethylpyrazole undergoes cyclocondensation with ethyl acetoacetate to form the corresponding tetrahydropyrazolopyridine derivatives. | | Synthesis | To a solution of 3-aminobut-2-enenenitrile (16.5 g, 0.2 mol) in n-pentanol (40 mL) was slowly added methylhydrazine (12.9 g, 0.28 mol). The reaction mixture was heated to reflux and kept for 3 hours. Upon completion of the reaction, n-pentanol and excess methylhydrazine were removed by distillation under reduced pressure. The resulting beige precipitate was dissolved in heptane (150 mL) and filtered through a sintered funnel. The filtrate was dried under vacuum at 40 °C to afford 5-amino-1,3-dimethylpyrazole as a beige solid (13.5 g, 60.4% yield). | | References | [1] Patent: WO2012/92880, 2012, A1. Location in patent: Page/Page column 59
[2] Journal of the American Chemical Society, 1959, vol. 81, p. 2452,2455
[3] Patent: US6338741, 2002, B1. Location in patent: Page column 15
[4] Journal of Combinatorial Chemistry, 2010, vol. 12, # 4, p. 510 - 517 |
| | 1,3-Dimethyl-1H-pyrazol-5-amine Preparation Products And Raw materials |
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