| Identification | Back Directory | [Name]
(DIMETHYLAMINOMETHYLENE-AMINOMETHYLENE)DIMETHYLAMMONIUM CHLORIDE | [CAS]
20353-93-9 | [Synonyms]
gold'S
GOLD'S REAGENT
Gold'sReagent>
Gold's Reagent 95%
(DIMETHYLAMINOMETHYLENE-AMINOMETHYLENE)DIMETHYLAMMONIUM CHLORIDE
[3-(DIMETHYLAMINO)-2-AZAPROP-2-EN-1-YLIDENE]DIMETHYLAMMONIUM CHLORIDE
(([(Dimethylamino)methylidene]amino)methylidene)dimethylazanium chloride
N-((((Dimethylamino)methylene)amino)methylene)-N-methylmethanaminium chloride
[3-(Dimethylamino)-2-azaprop-2-en-1-ylidene]dimethylammonium chloride, (Dimethylaminomethyleneaminomethylene)dimethylammonium chloride | [Molecular Formula]
C6H14ClN3 | [MDL Number]
MFCD00011793 | [MOL File]
20353-93-9.mol | [Molecular Weight]
163.65 |
| Hazard Information | Back Directory | [Uses]
Gold′s Reagent was used in the synthesis of 4-hydroxyquinazoline by reacting with ortho aminobenzoic acids. | [Synthesis]
The Preparative Method of [[[(Dimethylamino)methylene]amino]methylene]dimethylammonium Chloride: a 1 L, one-necked, round-bottomed flask is equipped with a Claisen adapter, mechanical stirrer, reflux condenser, and mineral oil bubbler. The flask is charged with cyanuric chloride (73.8 g, 0.4 mol) (Caution: cyanuric chloride is a lachrymator and causes burns on contact with the skin), N,N-Dimethylformamide (175.4 g, 2.4 mol) and 1,4-dioxane (100 mL). The resulting solution is stirred and heated at 85 °C for 2-3 h while a considerable amount of carbon dioxide is evolved. When gas evolution is minimal, the reaction mixture is allowed to cool to room temperature; the product rapidly solidifies (eq 1). The flask which contains the solid product is connected to an isopropyl alcohol/dry ice trap and the solvent is removed by evacuating the system to approximately 0.05 mmHg. The crude product weighs 186-187 g (95% yield). Another method of isolating the product is by rapid filtration and washing with acetone. | [Precautions]
Gold's reagent is very hygroscopic and should be handled under a moisture-free environment. If kept dry, it has a substantial shelf-life. Store in desiccator over anhydrous calcium sulfate.
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