| Identification | More | [Name]
2-Amino-5-methyl-3-thiophenecarbonitrile | [CAS]
138564-58-6 | [Synonyms]
2-AMINO-3-CYANO-5-METHYLTHIOPHENE
2-AMINO-5-METHYL-3-CYANOTHIOPHENE
2-AMINO-5-METHYL-3-THIOPHENECARBONITRILE
2-AMINO-5-METHYLTHIOPEHNE-3-CARBONITRILE
2-AMINO-5-METHYLTHIOPHENE-3-CARBONITRILE
AKOS MSC-0403
TIMTEC-BB SBB000075
2-Amino-5-Methyl-3-Nitrothiophene
2-Amino-3-cyano-5-methyl
3-Thiophenecarbonitrile,2-amino-5-methyl-(9CI)
2-Amino-5-methylthiopene-3-carbonitrile | [EINECS(EC#)]
604-082-4 | [Molecular Formula]
C6H6N2S | [MDL Number]
MFCD01626055 | [Molecular Weight]
138.19 | [MOL File]
138564-58-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
101-103°C | [Boiling point ]
318.5±42.0 °C(Predicted) | [density ]
1.26±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,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) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S22:Do not breathe dust .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
3276 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29349990 |
| Hazard Information | Back Directory | [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. | [storage]
4°C, protect from light | [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 |
|
|