Introduction：Basic information about Acetamidine hydrochloride CAS 124-42-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Acetamidine hydrochloride Basic information
| Product Name: | Acetamidine hydrochloride |
| Synonyms: | ACETAMIDINIUM CHLORIDE;ACEDIAMINE HYDROCHLORIDE;Ethaneamidinehydrochloride;ethanimidamide,monohydrochloride;Ethylamidinehydrochloride;Acetalmidine hydrochioride;Acetamidine;ACECAMIDINE HYDROCHLORIDE |
| CAS: | 124-42-5 |
| MF: | C2H7ClN2 |
| MW: | 94.54 |
| EINECS: | 204-700-9 |
| Product Categories: | straight chain compounds;Miscellaneous Reagents;Fatty & Aliphatic Acids, Esters, Alcohols & Derivatives;pharmacetical;Aliphatics;Imines/Amidines;Nitrogen Compounds;Organic Building Blocks;Pharmaceutical Intermediates;124-42-5 |
| Mol File: | 124-42-5.mol |
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Acetamidine hydrochloride Chemical Properties
| 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 |
| InChI | 1S/C2H6N2.ClH/c1-2(3)4;/h1H3,(H3,3,4);1H |
| InChIKey | WCQOBLXWLRDEQA-UHFFFAOYSA-N |
| SMILES | Cl[H].CC(N)=N |
| CAS DataBase Reference | 124-42-5(CAS DataBase Reference) |
| EPA Substance Registry System | Ethanimidamide, monohydrochloride (124-42-5) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38-36/38 |
| Safety Statements | 26-37/39 |
| WGK Germany | 3 |
| F | 3 |
| TSCA | TSCA listed |
| HS Code | 29252000 |
| Storage Class | 11 - Combustible Solids |
Acetamidine hydrochloride Usage And Synthesis
| 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.
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Acetamidine hydrochloride Preparation Products And Raw materials
| Raw materials | Hydrochloric acid-->Methanol-->Ammonia-->Ammonium chloride-->Acetonitrile-->Phosphoric acid-->Chlorosulfonic acid-->ETHYL METHYL ETHER-->ethyl acetimidate-->N'-Hydroxyethanimidamide hydrochloride |
| Preparation Products | 2,4-DIMETHYL-PYRIMIDINE-5-CARBOXYLIC ACID-->4-CHLORO-2-METHYLPYRIMIDINE-->Thiamine nitrate-->Thiamine hydrochloride-->4-(TRIFLUOROMETHYL)-2-METHYLPYRIMIDINE-5-CARBOXYLIC ACID-->4,6-DIHYDROXY-2-METHYL-PYRIMIDINE-5-CARBALDEHYDE-->5-Acetamidomethyl-4-Amino-2-Methyl pyrimidine-->5-BROMO-4-HYDROXY-2-METHYLPYRIMIDINE-->4-HYDROXY-2-METHYL-PYRIMIDINE-5-CARBOXYLIC ACID ETHYL ESTER-->Phosazetim-->4-AMINO-5-AMINOMETHYL-2-METHYLPYRIMIDINE-->Acetamiprid-->4,6-Dihydroxy-2-methylpyrimidine-->4-HYDROXY-2-METHYL-6-TRIFLUOROMETHYLPYRIMIDINE-->4-HYDROXY-2-METHYLPYRIMIDINE-->4-AMINO-2-METHYL-PYRIMIDINE-5-CARBOXYLIC ACID-->4(1H)-Pyrimidinone, 2-methyl- (8CI,9CI)-->4-AMINO-2-METHYLPYRIMIDINE-5-CARBONITRILE |
