396788

Ethyl formimidate hydrochloride

• Synonym(s): Ethyl methanimidate hydrochloride
• Linear Formula: HC(=NH)OC₂H₅·HCl
• CAS Number: 16694-46-5
• Molecular Weight: 109.55
• MDL number: MFCD00192154
• UNSPSC Code: 12352100
• PubChem Substance ID: 24864683
• NACRES: NA.22

Properties

• form: solid
• mp: 75 °C (dec.) (lit.)
• functional group: ether
• storage temp.: 2-8°C
• SMILES string: Cl.CCOC=N
• InChI: 1S/C3H7NO.ClH/c1-2-5-3-4;/h3-4H,2H2,1H3;1H
• InChI key: JPUTTYRVDANTBN-UHFFFAOYSA-N

Description

General description

Ethyl formimidate hydrochloride is a nitrogen containing organic building block. On heating it undergoes degradation to afford formamidine hydrochloride, ethyl formate and ethyl chloride.

Application

Ethyl formimidate hydrochloride may be used in the preparation of the following:

• 5-aminoimidazole-4-carboxylic acid α- and β-ribotides
• s-triazines
• 2,3:5,6-di-O-isopropylidene-α- and -β-5-amino-4-ethoxycarbonyl or -carbamoyl-imidazole D-mannofuranosides
• 5-amino-1-(2-pyridyl)imidazole

Reactant involved in the synthesis of biologically active molecules including:

• Bredinin via amination of an acyclic precursor
• Amidine conjugates of the ornithine moiety of an antifungal

Reactant involved in:

• Intermolecular cyclization
• Mo-catalyzed asymmetric ring-closing metathesis for synthesis of cyclid amides and amines
• Synthesis of peptidic 1-cyanopyrrolidines

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves