Acetamidine HydroChloride

• CAS: 124-42-5
• Catalog Number: ACM124425-2
• Category: Other Products
• Molecular Weight: 94.54 g/mol
• Molecular Formula: C2H6N2•HCl
• Synonyms: Acetamidinium Chloride
• IUPAC Name: ethanimidamide;hydrochloride
• SMILES: CC(=N)N.Cl
• InChI: InChI=1S/C2H6N2.ClH/c1-2(3)4;/h1H3,(H3,3,4);1H
• InChI Key: WCQOBLXWLRDEQA-UHFFFAOYSA-N
• Melting Point: 168 °C
• Appearance: White to Almost white powder to crystal
• Application: Acetamidine Hydrochloride is primarily used as a versatile reactant in organic synthesis, enabling the creation of a variety of compounds. It plays a crucial role in the preparation of decarboxyectoine and is instrumental in synthesizing ethyl 4-(4-hydroxyphenyl)methylidene-2-methyl-5-oxo-1-imidazolacetate. Additionally, acetamidine hydrochloride facilitates the synthesis of 2-aminopyridine derivatives through nucleophilic substitution and hydrolysis of 2-fluoropyridine without requiring a catalyst. This amination process is notable for its high yield, excellent chemoselectivity, and adaptability to various substrates, with acetamidine hydrochloride serving as the ammonia source. Furthermore, it is utilized in a highly efficient heterogeneous copper-catalyzed cascade reaction with aryl iodides to produce primary amines.
• Storage: Store under inert gas
• Color: White to Almost White Powder to crystal
• Complexity: 31
• Condition To Avoid: Hygroscopic
• Covalently-Bonded Unit Count: 2
• EC Number: 204-700-9
• Exact Mass: 94.029776g/mol
• Form: Solid
• Formal Charge: 0
• Hazard Statements: H315 : Causes skin irritation.H319 : Causes serious eye irritation.
• H-Bond Acceptor: 1
• H-Bond Donor: 3
• Heavy Atom Count: 5
• MDL Number: MFCD00013016
• Monoisotopic Mass: 94.029776g/mol
• NSC Number: 7595
• Precautionary Statements: P264 : Wash skin thoroughly after handling.P280 : Wear protective gloves/ eye protection/ face protection.P337 + P313 : If eye irritation persists: Get medical advice/ attention.P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.P302 + P352 : IF ON SKIN: Wash with plenty of soap and water.P332 + P313 : If skin irritation occurs: Get medical advice/ attention.P362 : Take off contaminated clothing and wash before reuse.
• Rotatable Bond Count: 0
• Signal Word: Warning
• UNII: M2026K4JCF

Synthetic Use

Downstream Synthesis Route 1

• 23373-04-8
• 124-42-5

• 1964-77-8

Reference: [1] Journal of Organic Chemistry, 2008, vol. 73, # 19, p. 7841 - 7844

Downstream Synthesis Route 2

• 4187-87-5
• 124-42-5

• 14331-54-5

Reference: [1] Synlett, 2003, # 10, p. 1443 - 1446

Downstream Synthesis Route 3

• 124-42-5
• 70-11-1

• 13739-48-5

Reference: [1] Acta Crystallographica Section C: Structural Chemistry, 2018,

Downstream Synthesis Route 4

• 5744-65-0
• 124-42-5

• 14331-54-5

Reference: [1]Patent: DE822086,1951,

Downstream Synthesis Route 5

• 488-11-9
• 124-42-5

• 100707-39-9

Reference: [1]Collection of Czechoslovak Chemical Communications,1949,vol. 14,p. 223,228

Downstream Synthesis Route 6

• 34780-29-5
• 124-42-5

• 19875-04-8

Reference: [1]Patent: US2417318,1945,

* For details of the synthesis route, please refer to the original source to ensure accuracy.