|
|
| | 2-Amino-5-methyl-3-thiophenecarbonitrile Basic information |
| | 2-Amino-5-methyl-3-thiophenecarbonitrile Chemical Properties |
| Melting point | 101-103°C | | Boiling point | 318.5±42.0 °C(Predicted) | | density | 1.26±0.1 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C | | solubility | soluble in Methanol | | form | powder to crystal | | pka | 0.16±0.10(Predicted) | | color | Light yellow to Brown | | InChI | InChI=1S/C6H6N2S/c1-4-2-5(3-7)6(8)9-4/h2H,8H2,1H3 | | InChIKey | YGXADLPRHBRTPG-UHFFFAOYSA-N | | SMILES | C1(N)SC(C)=CC=1C#N | | CAS DataBase Reference | 138564-58-6(CAS DataBase Reference) |
| | 2-Amino-5-methyl-3-thiophenecarbonitrile Usage And Synthesis |
| Uses | An Impurity generated in the preparation of Olanzapine (O253750). | | Synthesis | General procedure for the synthesis of 2-amino-3-cyano-5-methylthiophene from propionaldehyde and malononitrile: 0.070 g of 4-propylcyclohexanone (0.5 mmol), 0.030 g of malononitrile (0.5 mmol), 0.019 g of powdered sulphur (0.6 mmol), and 0.1 cm3 of NaOH (4 mol/dm3 aqueous solution) in a 1 cm3 choline chloride The mixture/urea was stirred at 60°C for 2-3 hours. The progress of the reaction was monitored by TLC and when the reaction was complete, 5 cm3 of water was added. The solid product was separated by filtration and recrystallized with ethanol if necessary to obtain the pure target compound. | | References | [1] Monatshefte fur Chemie, 2017, vol. 148, # 4, p. 711 - 716
[2] Research on Chemical Intermediates, 2018, vol. 44, # 3, p. 2195 - 2213
[3] Patent: WO2008/50341, 2008, A2. Location in patent: Page/Page column 32; 33
[4] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 7, p. 1953 - 1956
[5] Journal of Pharmaceutical Sciences, 2001, vol. 90, # 3, p. 371 - 388 |
| | 2-Amino-5-methyl-3-thiophenecarbonitrile Preparation Products And Raw materials |
|