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Acetamidine hydrochloride

Uses

CAS No.124-42-5
Chemical Name:Acetamidine hydrochloride
CBNumber:CB0399289
Molecular Formula:C2H7ClN2
Formula Weight:94.54
MOL File:124-42-5.mol

Acetamidine hydrochloride Property

Melting point 165-170 °C(lit.)
Boiling point 129.78°C (rough estimate)
Density 1.0596 (rough estimate)
refractive index 1.5500 (estimate)
storage temp. Inert atmosphere,Room Temperature
pka pK1: 1.60(+1) (25°C)
form Crystalline Powder, Crystals and/or Chunks
color White to cream
Water Solubility 1 g/mL
Sensitive Hygroscopic
Merck 14,44
BRN 3591762
InChIKey WCQOBLXWLRDEQA-UHFFFAOYSA-N
CAS DataBase Reference 124-42-5(CAS DataBase Reference)
FDA UNII M2026K4JCF
EPA Substance Registry System Ethanimidamide, monohydrochloride (124-42-5)
UNSPSC Code 12352100
NACRES NA.22

Safety

Hazard Codes :Xi
Risk Statements :36/37/38-36/38
Safety Statements :26-37/39
WGK Germany :3
F :3
TSCA :Yes
HS Code :29252000

NFPA 704:

	0
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H315-H319
Precautionary statements P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313

Acetamidine hydrochloride Price More Price(11)

Brand: Sigma-Aldrich
Product number: 159158
Product name : Acetamidine hydrochloride
Purity: 95%
Packaging: 100G
Price: ₹5325.9
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 159158
Product name : Acetamidine hydrochloride
Purity: 95%
Packaging: 100G
Price: ₹5325.9
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich
Product number: 159158
Product name : Acetamidine hydrochloride
Purity: 95%
Packaging: 500G
Price: ₹18489.1
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 159158
Product name : Acetamidine hydrochloride
Purity: 95%
Packaging: 500G
Price: ₹18489.1
Updated: 2022/06/14
Buy: Buy

Brand: ALFA India
Product number: ALF-A16091-36
Product name : Acetamidine hydrochloride, 97%
Purity:
Packaging: 500g
Price: ₹19667
Updated: 2022/05/26
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Acetamidine hydrochloride Chemical Properties,Usage,Production

Uses Acetamidine Hydrochloride is a compound useful in organic synthesis.
Chemical Properties WHITE FINE CRYSTALLINE POWDER
Uses Acetamidine hydrochloride was used in the preparation of decarboxyectoine. It was also used in the synthesis of ethyl 4-(4-hydroxyphenyl)methylidene-2-methyl-5-oxo-1-imidazolacetate.
Application Acetamidine hydrochloride can be used as an organic synthesis reactant for the preparation of other compounds such as 2-aminopyridine derivatives. Nucleophilic substitution and hydrolysis of 2-fluoropyridine and acetamidine hydrochloride can be used to synthesise 2-aminopyridine derivatives under catalyst-free conditions^[1]. This amination reaction has the advantages of high yield, high chemoselectivity and wide substrate adaptability using acetamidine hydrochloride as the ammonia source. In addition, an efficient heterogeneous copper-catalysed cascade reaction of aryl iodides with acetamidine hydrochloride produces primary amines^[2].
General Description Acetamidine hydrochloride is an amidine salt and its conversion to 2,4,6-trimethyl-sym-triazine has been studied.
Purification Methods The hydrochlorde can be recrystallised from small volumes of EtOH. Alternatively it is dissolved in EtOH, filtered, Et2O is added; filter the crystalline salt off under N2 and dry it in a vacuum desiccator over H2SO4. The salt is deliquescent and should be stored in a tightly stoppered container. Its solubility in H2O is 10% at room temperature and it is soluble in Me2CO. The free base reacts strongly alkaline in H2O. It has max 224nm ( 4000) in H2O. The picrate has m 252o (sintering at ~245o). [Dox Org Synth Coll Vol I 5 1941, Davies & Parsons Chem Ind (London) 628 1958, Barnes et al. J Am Chem Soc 62 1286 1940 give m 177-178o, Beilstein 2 H 185, 2 I 85, 2 II 183, 2 III 416, 2 IV 428.]
References [1] YIBIAO LI . Transition-metal-free access to 2-aminopyridine derivatives from 2-fluoropyridine and acetamidine hydrochloride1[J]. Organic & Biomolecular Chemistry, 2018, 16 41: Pages 7564-7567. DOI:10.1039/c8ob02129e.
[2] XUE HUANG. A highly efficient heterogeneous copper-catalysed cascade reaction of aryl iodides with acetamidine hydrochloride leading to primary arylamines[J]. Journal of Chemical Research-s, 2017, 46 1: 315-320. DOI:10.3184/174751917X14931195075580.