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METHYL ACETIMIDATE HYDROCHLORIDE

CAS No.
14777-27-6
Chemical Name:
METHYL ACETIMIDATE HYDROCHLORIDE
Synonyms
METHYL ACETIMIDATE HCL;AcetimidicacidmethylesterHCl;METHYL ACETIMIDATE HYDROCHLORIDE;METHYL ACETIMIDATE HYDROCHLORIDE, TECH.;acetimidicacid,methylester,hydrochloride;ethanimidicacid,methylester,hydrochloride;Methyl acetiMidate hydrochloride , Technical;Methyl acetimidate hydrochloride technical grade;Ethanimidic acid, methyl ester, hydrochloride (1:1);Methyl acetimidate hydrochlorideTechnical, ≥ 99% (Assay by Titration)
CBNumber:
CB6146601
Molecular Formula:
C3H8ClNO
Molecular Weight:
109.55
MDL Number:
MFCD00012571
MOL File:
14777-27-6.mol
Last updated:2026-01-13 11:23:02
Product description Number Pack Size Price
Methyl acetimidate hydrochloride technical grade 254940 25g $620
Methyl acetimidate hydrochloride technical grade 254940 100g $1610
Methyl acetimidate hydrochloride M275025 500mg $45
Methyl acetimidate hydrochloride 90% OR953398 5g $131
METHYL ACETIMIDATE HYDROCHLORIDE 95.00% DYE0000520 1G $490
More product size

METHYL ACETIMIDATE HYDROCHLORIDE Properties

Melting point 105 °C (dec.)(lit.)
storage temp. 2-8°C
Appearance White to off-white Solid
BRN 3671581
InChI 1S/C3H7NO.ClH/c1-3(4)5-2;/h4H,1-2H3;1H
InChIKey WHYJXXISOUGFLJ-UHFFFAOYSA-N
SMILES Cl.COC(C)=N
FDA UNII 05I74I2UQ2
EPA Substance Registry System Ethanimidic acid, methyl ester, hydrochloride (14777-27-6)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  AK2950000
10-21
TSCA  TSCA listed
HS Code  2929900090
Storage Class 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

METHYL ACETIMIDATE HYDROCHLORIDE price More Price(11)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 254940 Methyl acetimidate hydrochloride technical grade 14777-27-6 25g $620 2025-07-31 Buy
Sigma-Aldrich 254940 Methyl acetimidate hydrochloride technical grade 14777-27-6 100g $1610 2023-01-07 Buy
TRC M275025 Methyl acetimidate hydrochloride 14777-27-6 500mg $45 2021-12-16 Buy
Apolloscientific OR953398 Methyl acetimidate hydrochloride 90% 14777-27-6 5g $131 2021-12-16 Buy
American Custom Chemicals Corporation DYE0000520 METHYL ACETIMIDATE HYDROCHLORIDE 95.00% 14777-27-6 1G $490 2021-12-16 Buy
Product number Packaging Price Buy
254940 25g $620 Buy
254940 100g $1610 Buy
M275025 500mg $45 Buy
OR953398 5g $131 Buy
DYE0000520 1G $490 Buy

METHYL ACETIMIDATE HYDROCHLORIDE Chemical Properties,Uses,Production

Chemical Properties

White to yellow powder

Uses

Methyl acetimidate hydrochloride has been used in pre-crystallization chemical modification of lysine residues.

General Description

Methyl acetimidate hydrochloride is an inhibitor of N-methylation of phosphatidylethanolamine. It also prevents the stimulation of purified cardiac sarcolemmal vesicles Ca2+-pump activities.

Synthesis

Methanol

67-56-1

Acetonitrile

75-05-8

METHYL ACETIMIDATE HYDROCHLORIDE

14777-27-6

1) Example 1-1: Preparation of methyl acetimidate hydrochloride 1.6 kg of acetonitrile and 2.4 kg of methanol were added to the reactor and the reaction system was cooled to -10 °C. 3.67 kg of acetyl chloride was slowly added dropwise with stirring, and the rate of dropwise acceleration was controlled to maintain the reaction temperature at 0 °C. After the dropwise addition, the reaction mixture was continued to be stirred at room temperature for 12 hours. After completion of the reaction, the volatile 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 to promote crystallization. The precipitated solid product was collected by filtration and dried under vacuum at 40 °C to give 4.1 kg of methylglyoxylate hydrochloride (yield: 95%). The product was characterized by 1H-NMR (400 MHz, DMSO-d6): δ 11.7 (s, 2H), 4.07 (s, 3H), 2.38 (s, 3H).

Purification Methods

Crystallise the imidate from methanol by adding dry ether to a ratio of 1:1 and cooling at 0o. Filter off the crystals in a cold room, wash them with methanol/ether (1:2), then dry in a vacuum. [Hunter & Ludwig J Am Chem Soc 84 3491 1962.] The free base has b 90-91o/765mm, d 0.867, n 1.403. [Hunter & Ludwig Methods Enzymol 25 585 1973, Beilstein 2 IV 181.]

References

[1] Journal of Organic Chemistry, 1986, vol. 51, # 26, p. 5111 - 5123
[2] Patent: WO2015/5615, 2015, A1. Location in patent: Paragraph 138; 139; 140
[3] Chemische Berichte, 1985, vol. 118, # 8, p. 3089 - 3104
[4] Analytical Chemistry, 2006, vol. 78, # 18, p. 6398 - 6403
[5] Synlett, 2001, # 11, p. 1707 - 1710

METHYL ACETIMIDATE HYDROCHLORIDE Preparation Products And Raw materials

Global( 80)Suppliers
Supplier Tel Email Country ProdList Advantage
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View Lastest Price from METHYL ACETIMIDATE HYDROCHLORIDE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
METHYL ACETIMIDATE HYDROCHLORIDE pictures 2019-11-08 METHYL ACETIMIDATE HYDROCHLORIDE
14777-27-6
US $0.00 / g 1g 98%min 20kg/month Nanjing jinheyou Trading Co., Ltd.
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