DOTA synthesis
- Product Name:DOTA
- CAS Number:60239-18-1
- Molecular formula:C16H28N4O8
- Molecular Weight:404.42
79-11-8
294-90-6
60239-18-1
To a three-necked flask, 1,4,7,10-tetraazacyclododecane (100 g, 0.58 mol) and 10 ml of deionized water were added and mixed with stirring. The pH of the reaction system was adjusted to 8.5 by slow dropwise addition of 30% potassium hydroxide solution.Subsequently, chloroacetic acid (263 g, 2.78 mol) was added and the pH was adjusted again to 8.5 using 30% potassium hydroxide solution.The reaction mixture was heated to 80 °C and kept for 24 h, during which time the pH was continually monitored and adjusted to maintain a pH value between 8.5 and 9. After completion of the reaction, it was cooled to room temperature and the pH was adjusted to 2 by adding concentrated hydrochloric acid, at which time a white precipitate was produced. The precipitate was collected by filtration and the filter cake was recrystallized from a mixed water-ethanol solution. The resulting crystals were washed with ethanol and ether in turn, and 183 g of 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA) crystals were obtained after drying with a yield of 78%.
3926-62-3
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294-90-6
536 suppliers
$5.00/1g
60239-18-1
316 suppliers
$9.00/250mg
Yield:60239-18-1 92.1%
Reaction Conditions:
in acetonitrile; for 6 h;Inert atmosphere;Reflux;
Steps:
10.4 Step (4): Preparation of compound 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid (DOTA) of formula 7
Keeping a slight positive pressure of nitrogen, 3L of acetonitrile and 149.02g (0.865mol) of the compound of formula 5 were added to the 5L reaction flask, and 477.57g (4.1mol) of sodium chloroacetate was added to it in batches with stirring. After the addition, the temperature was raised to reflux for reaction. The reaction was maintained under reflux for 6 hours, and the reaction was completed. The reaction solution was cooled to room temperature, filtered, and the filtrate was rotary evaporated to recover the solvent. The residue was recrystallized with an appropriate amount of toluene-acetonitrile (2:1, v/v) to obtain 323.32 g (0.797 mol) of white solid product. The yield is 92.1%, the total yield of the four-step reaction is 79.7%, Product titration purity: 99.7% (by HClO4),
References:
CN113956262,2022,A Location in patent:Paragraph 0177-0178; 0192-0197
64-69-7
167 suppliers
$14.00/5g
294-90-6
536 suppliers
$5.00/1g
60239-18-1
316 suppliers
$9.00/250mg
