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Ethyl acetimidate hydrochloride

CAS No.
2208-07-3
Chemical Name:
Ethyl acetimidate hydrochloride
Synonyms
Ethanimidic acid, ethyl ester;EAH;ethyl ethanimidate;Ethyl ethanimidoate;ethyl ethanecarboximidate hydrochloride;Ethanimidic acid, ethyl ester, hydrochloride (1:1);Ehtyl acetimidate;1-Ethoxyethanimine;EthyliminoacetateHCl;acetimidate hydrochL
CBNumber:
CB3182189
Molecular Formula:
C4H10ClNO
Molecular Weight:
123.58
MDL Number:
MFCD00012572
MOL File:
2208-07-3.mol
MSDS File:
SDS
Last updated:2026-05-28 01:07:13

Ethyl acetimidate hydrochloride Properties

Melting point 112-114 °C(lit.)
storage temp. Inert atmosphere,Room Temperature
solubility water: soluble50mg/mL, clear, colorless
form Crystalline Powder
color White
Water Solubility Soluble in water (50mg/L).
Sensitive Moisture Sensitive
BRN 3552401
Stability Hygroscopic, Moisture Sensitive
InChI InChI=1S/C4H9NO.ClH/c1-3-6-4(2)5;/h5H,3H2,1-2H3;1H
InChIKey WGMHMVLZFAJNOT-UHFFFAOYSA-N
SMILES O(CC)C(=N)C.Cl
CAS DataBase Reference 2208-07-3(CAS DataBase Reference)
EPA Substance Registry System Ethanimidic acid, ethyl ester, hydrochloride (2208-07-3)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-37/39
WGK Germany  3
3-10-21
TSCA  TSCA listed
HazardClass  IRRITANT
HS Code  29252900
Storage Class 11 - Combustible Solids
NFPA 704
1
2 0

Ethyl acetimidate hydrochloride price More Price(40)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 188840 Ethyl acetimidate hydrochloride 97% 2208-07-3 10g $43.3 2026-04-30 Buy
Sigma-Aldrich 188840 Ethyl acetimidate hydrochloride 97% 2208-07-3 50g $85.2 2026-04-30 Buy
Apolloscientific OR903066 Ethyl acetimidate hydrochloride 95% 2208-07-3 100g $98 2026-06-04 Buy
Apolloscientific OR903066 Ethyl acetimidate hydrochloride 95% 2208-07-3 500g $321 2026-06-04 Buy
AK Scientific M406 Ethyl acetimidate hydrochloride 97%(HPLC) 2208-07-3 5g $16 2026-06-04 Buy
Product number Packaging Price Buy
188840 10g $43.3 Buy
188840 50g $85.2 Buy
OR903066 100g $98 Buy
OR903066 500g $321 Buy
M406 5g $16 Buy

Ethyl acetimidate hydrochloride Chemical Properties, Uses, Production

Chemical Properties

white to light yellow crystal powder

Uses

Ethyl acetimidate hydrochloride was used in preparation of amidinated carbonic anhydrase via chemical modification of human erythrocyte carbonic anhydrase. It was also used in synthesis of methyl 2-methyl-2-thiazoline-4-carboxylate hydrochloride.

Synthesis

Ethanol

64-17-5

Acetonitrile

75-05-8

Ethyl acetimidate hydrochloride

2208-07-3

2) Example 1-2: Preparation of ethyl acetimidate hydrochloride 1.6 kg of acetonitrile and 4.3 kg of ethanol were added to the reactor and the reactor was cooled to -10°C. 3.67 kg of acetyl chloride was slowly added under stirring and the reaction mixture was kept stirred at 0°C for 12 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure at 45°C. To the residue was added 11.8 kg of tert-butyl methyl ether and stirred at room temperature for 3 hours. The precipitated solid was collected by filtration and dried under vacuum at 40 °C to give 4.58 kg ethyl acetimidate hydrochloride (yield: 95%). Product characterization data: 1H-NMR (400 MHz, DMSO-d6) δ: 11.7 (s, 2H), 4.26 (q, 2H), 2.38 (s, 3H), 1.36 (t, 3H).

Purification Methods

Recrystallise the hydrochloride by dissolving it in the minimum volume of super dry EtOH and adding dry Et2O or from dry Et2O. Dry it in a vacuum and store it in a vacuum desiccator with P2O5. Alternatively it could be crystallised from EtOH (containing a couple of drops of ethanolic HCl) and adding dry Et2O. Filter and dry it in a vacuum desiccator over H2SO4 and NaOH. [Pinner Chem Ber 16 1654 1883, Glickman & Cope J Am Chem Soc 67 1020 1945, Chaplin & Hunter J Chem Soc 1118 1937, McElvain & Schroeder J Am Chem Soc 71 40 1949, McElvain & Tate J Am Chem Soc 73 2233 1951, Methods Enzymol 25 585 1972, Beilstein 2 III 418.]

References

[1] Combinatorial Chemistry and High Throughput Screening, 2011, vol. 14, # 2, p. 132 - 137
[2] Patent: WO2015/5615, 2015, A1. Location in patent: Paragraph 142; 143; 144
[3] New Journal of Chemistry, 2018, vol. 42, # 16, p. 13367 - 13374
[4] Journal of Medicinal Chemistry, 2004, vol. 47, # 4, p. 915 - 927
[5] Chemische Berichte, 1985, vol. 118, # 8, p. 3089 - 3104

64-17-5
75-05-8
2208-07-3
Synthesis of Ethyl acetimidate hydrochloride from Ethanol and Acetonitrile
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View Latest Price from Ethyl acetimidate hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
 Ethyl acetimidate hydrochloride pictures 2019-07-06 Ethyl acetimidate hydrochloride
2208-07-3
$8.00 1kg 99% 10TON Career Henan Chemical Co
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