2-Amino-5-methyl-3-thiophenecarbonitrile CAS 138564-58-6

Introduction：Basic information about 2-Amino-5-methyl-3-thiophenecarbonitrile CAS 138564-58-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

2-Amino-5-methyl-3-thiophenecarbonitrile Basic information

• Product Name: 2-Amino-5-methyl-3-thiophenecarbonitrile
• Synonyms: 2-Amino-5-Methyl-3-Nitrothiophene;2-Amino-5-methylthiopene-3-carbonitrile;3-Thiophenecarbonitrile, 2-amino-5-methyl-;2-Amino-5-methyl-3-t;2-Amino-3-cyano-5-methyl;3-Thiophenecarbonitrile,2-amino-5-methyl-(9CI);TIMTEC-BB SBB000075;2-AMINO-5-METHYL-3-CYANOTHIOPHENE
• CAS: 138564-58-6
• MF: C6H6N2S
• MW: 138.19
• EINECS: 604-082-4
• Product Categories: Aromatics, Heterocycles, Impurities, Pharmaceuticals, Intermediates & Fine Chemicals;Olanzapine;Heterocycle-oher series;Thiophene&Benzothiophene;Amines;(intermediate of olanzapine);NITRILE;138564-58-6;OLED
• Mol File: 138564-58-6.mol

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)

Safety Information

• Hazard Codes: Xi,Xn
• Risk Statements: 20/21/22-22
• Safety Statements: 22-36/37/39
• RIDADR: 3276
• HazardClass: IRRITANT
• HS Code: 29349990

2-Amino-5-methyl-3-thiophenecarbonitrile Usage And Synthesis

Uses

An Impurity generated in the preparation of Olanzapine (O253750).

Synthesis

123-38-6

109-77-3

138564-58-6

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

• Raw materials: Propionaldehyde-->Malononitrile-->Sulfur-->Urea-->Choline chloride
• Preparation Products: 5-Methyl-2-[(2-nitrophenyl)amino]thiophene-3-carbonitrile-->2-AMINO-5-METHYL-3-THIOPHENECARBOXAMIDE