| Identification | Back Directory | [Name]
3-Methyl-3H-diazirine-3-propanol | [CAS]
16297-94-2 | [Synonyms]
3-Methyl-3H-diazirine-3-propanol 3H-Diazirine-3-propanol, 3-methyl- 3-(3-Methyl-3H-diazirin-3-yl)propan-1-ol 3-(3-Methyl-3H-diaziren-3-yl)propan-1-ol | [Molecular Formula]
C5H10N2O | [MDL Number]
MFCD27995612 | [MOL File]
16297-94-2.mol | [Molecular Weight]
114.15 |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of 3-methyl-3H-bisacridin-3-propanol from acetyl-n-propanol was as follows: 5-hydroxy-2-pentanone (10 g, 0.1 mol) was dissolved in 40 mL of liquid ammonia and stirred for 3 hours at -78 °C. Hydroxyamine sulfonic acid (15 g, 0.13 mol) was dissolved in methanol and then slowly added to the above reaction solution. The reaction mixture was stirred at room temperature overnight. After completion of the reaction, the resulting white precipitate was removed by filtration. The reaction mixture was cooled in an ice bath and methanol and triethylamine were added sequentially. Subsequently, iodine was added slowly until the color of the reaction solution no longer faded. After the reaction was continued for 2 hours, methanol was removed by distillation. The reaction mixture was extracted with ether and the organic phase was dried with anhydrous magnesium sulfate. Finally, the intermediate 1 (4.5 g, 40.3% yield) was purified by distillation. | [References]
[1] Patent: CN107304221, 2017, A. Location in patent: Paragraph 0093; 0094; 0095 [2] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1990, # 5, p. 661 - 667 [3] Angewandte Chemie - International Edition, 2008, vol. 47, # 1, p. 90 - 93 |
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