(Dimethylaminomethylene-aminomethylene)dimethylammonium chloride
- CAS No.
- 20353-93-9
- Chemical Name:
- (Dimethylaminomethylene-aminomethylene)dimethylammonium chloride
- Synonyms
- gold's reagent;gold's reagent;gold'S;Gold'sReagent>Gold's Reagent 95%;Gold′s Reagent, CAS 20353-93-9;(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
- CBNumber:
- CB2286725
- Molecular Formula:
- C6H14ClN3
- Molecular Weight:
- 163.65
- MDL Number:
- MFCD00011793
- MOL File:
- 20353-93-9.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 100-102 °C (lit.) |
|---|---|
| solubility | soluble in Methanol |
| form | powder to crystal |
| color | Light orange to Yellow to Green |
| InChI | InChI=1S/C6H14N3.ClH/c1-8(2)5-7-6-9(3)4;/h5-6H,1-4H3;1H/q+1;/p-1 |
| InChIKey | DEIBXAPEZDJDRC-UHFFFAOYSA-M |
| SMILES | N(C)(C)/C=N/C=[N+](/C)\C.[Cl-] |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  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 | 26-37/39 | |||||||||
| WGK Germany | 3 | |||||||||
| HS Code | 2925.29.9000 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
|||||||||
| NFPA 704 |
|
(Dimethylaminomethylene-aminomethylene)dimethylammonium chloride price More Price(20)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 289078 | Gold’s Reagent 95% | 20353-93-9 | 25g | $86.7 | 2026-04-30 | Buy |
| TCI Chemical | G0393 | Gold's Reagent >97.0%(HPLC)(T) | 20353-93-9 | 5g | $52 | 2026-04-30 | Buy |
| TCI Chemical | G0393 | Gold's Reagent >97.0%(HPLC)(T) | 20353-93-9 | 25g | $170 | 2026-04-30 | Buy |
| Usbiological | 278628 | Gold's Reagent Asreported | 20353-93-9 | 5g | $326 | 2026-06-03 | Buy |
| Usbiological | 278628 | Gold's Reagent Asreported | 20353-93-9 | 10g | $453 | 2026-06-03 | Buy |
(Dimethylaminomethylene-aminomethylene)dimethylammonium chloride Chemical Properties, Uses, Production
Uses
Gold′s Reagent was used in the synthesis of 4-hydroxyquinazoline by reacting with ortho aminobenzoic acids.
Uses
[[[(Dimethylamino)methylene]amino]methylene]dimethylammonium Chloride is a β-dimethylaminomethylenating agent for ketones and amines; yields enamino derivatives of esters and lactones; converts Grignard reagents to aldehydes.
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.
(Dimethylaminomethylene-aminomethylene)dimethylammonium chloride Preparation Products And Raw materials
Raw materials
Preparation Products
(Dimethylaminomethylene-aminomethylene)dimethylammonium chloride Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Yantai Shengkailun Chemical Technology Co., Ltd. | 13356901049 | mark@sklnchem.cn | China | 9925 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Beijing Ouhe Technology Co., Ltd | 13552068683 13522913783 | 2355560935@qq.com | China | 11777 | 60 |
| TOKYO CHEMICAL INDUSTRY CO., LTD. | 03-36680489 | Sales-JP@TCIchemicals.com | Japan | 28364 | 80 |
| TCI Europe | 320-37350700 | sales@tcieurope.eu | Europe | 23654 | 75 |
| TCI AMERICA | 800-4238616 | sales@tciamerica.com | Americas | 23636 | 75 |
| 9ding chemical ( Shanghai) Limited | 4009209199 | sales@9dingchem.com | China | 22497 | 55 |
| Bide Pharmatech Ltd. | 400-164-7117 18317119277 | product02@bidepharm.com | China | 40000 | 60 |
