1-ADAMANTANECARBOXAMIDE synthesis
- Product Name:1-ADAMANTANECARBOXAMIDE
- CAS Number:5511-18-2
- Molecular formula:C11H17NO
- Molecular Weight:179.26
2094-72-6
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5511-18-2
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Yield: 95%
Reaction Conditions:
with ammonia in water at 20; for 2 h;
Steps:
.2.1. General Procedure for the Synthesis of Substituted Methylamines 2d, 2k and 2m
To a stirred mixture of 1-adamantanecarboxylic acid (11, 36.05 g, 200 mmol) and DMF (5 drops)in CH2Cl2 (360 mL) cooled in an ice-water bath was added thionyl chloride (26.17 g, 220 mmol) inone portion. The resulting mixture was refluxed until the evolution of HCl gas ceased (typicallywithin 2 h). The solvent and excess thionyl chloride were then removed on a rotary evaporator, andthe crude acid chloride 12 was dissolved in THF (100 mL). The resulting solution was then slowlyadded dropwise to stirred concentrated aqueous ammonia (400 mL) cooled in an ice-water bath.After addition, the resulting white slurry was stirred at room temperature for another 2 h, and thewhite precipitates were collected via vacuum filtration, washed with cold n-hexane and dried invacuo to afford 1-adamantanecarboxamide (13). White solid; 34.06 g (95%); m.p. 177-179 °C(literature value, 185.5-191.7 °C [48]). 1H-NMR (DMSO-d6, 400 MHz) δ: 6.89 (brs, 1H), 6.62 (brs, 1H),1.93 (s, 3H), 1.73-1.74 (m, 6H), 1.60-1.68 (m, 6H).
References:
Cai, Wenqing;Wu, Jingwei;Liu, Wei;Xie, Yafei;Liu, Yuqiang;Zhang, Shuo;Xu, Weiren;Tang, Lida;Wang, Jianwu;Zhao, Guilong [Molecules,2018,vol. 23,# 2,art. no. 252]
828-51-3
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5511-18-2
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![Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-](/CAS/20210305/GIF/1000210-73-0.gif)
1000210-73-0
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5511-18-2
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23074-42-2
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5511-18-2
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1000210-73-0
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5511-18-2
148 suppliers
$10.00/250mg