396788
Ethyl formimidate hydrochloride
Synonym(s):
Ethyl methanimidate hydrochloride
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About This Item
Linear Formula:
HC(=NH)OC2H5·HCl
CAS Number:
Molecular Weight:
109.55
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Form:
solid
InChI
1S/C3H7NO.ClH/c1-2-5-3-4;/h3-4H,2H2,1H3;1H
SMILES string
Cl.CCOC=N
InChI key
JPUTTYRVDANTBN-UHFFFAOYSA-N
form
solid
mp
75 °C (dec.) (lit.)
functional group
ether
storage temp.
2-8°C
Quality Level
Related Categories
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:
Reactant involved in:
- 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
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Synthesis of the S-Triazine System. Iii. 1 Trimerization of Imidates.
Schaefer FC and Peters GA.
The Journal of Organic Chemistry, 26(8), 2771-2784 (1961)
Rhodd EH and von Richter V.
Chemistry of Organic Compounds: Pt. B. Aliphatic compounds, 551-551 (1951)
Purines, pyrimidines, and imidazoles. Part XLI. Glycofuranosylamines derived from D-xylose, D-glucose, D-mannose, and L-rhamnose and their use in the synthesis of pyrimidine and imidazole nucleosides.
Cusack NJ, et al.
Journal of the Chemical Society. Perkin Transactions 1, 73-81 (1974)
Purines, pyrimidines, and imidazoles. XL. A new synthesis of a D-ribofuranosylamine derivative and its use in the synthesis of pyrimidine and imidazole nucleosides.
N J Cusack et al.
Journal of the Chemical Society. Perkin transactions 1, 16, 1720-1731 (1973-01-01)
Purines, pyrimidines, and imidazoles part 54. Interconversion of some intermediates in the de novo biosynthesis of purine nucleotides.
Cusack NJ, et al.
Journal of the Chemical Society. Perkin Transactions 1, 2316-2321 (1980)
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