ChemicalBook CAS DataBase List TAPA

TAPA synthesis

9synthesis methods

Product Name:TAPA
CAS Number:5981-09-9
Molecular formula:C18H18N4
Molecular Weight:290.36

20440-93-1 Synthesis

20440-93-1
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$6.00/250mg

5981-09-9
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$21.00/5g

Yield:5981-09-9 95.7%

Reaction Conditions:

Stage #1:tris(4-nitrophenyl)amine with hydrogenchloride;tin in ethanol;water for 16 h;Reflux;
Stage #2: with sodium hydroxide in water

Steps:

1
EXAMPLE 1Synthesis of tris(4-aminophenyl)amine(Compound 2 in Figure 1)[0080] Into a 500 mL flask were placed 10.0 g (26.3 mmol) of tris(4-nitrophenylamine)(Compound 1, obtained from Sigma- Aldrich) and 42 g tin granules were placed. 85 mL ethanol (EtOH), 60 mL water and 50 mL hydrochloric acid (37%) were added and the mixture refluxed for 16 hours. The hot mixture was decanted from the remaining tin by pouring it into a large beaker. Cooling to room temperature (i.e., within about 15-25°C) led to the precipitation of off- white crystals, which were filtered off. The crystals were redissolved in hot water and the resulting clear solution filtered. A large excess of sodium hydroxide (50% solution) was added. The white precipitate was filtered, thoroughly washed with water, and then dried by vacuum. Yield: 7.3 g (25.2 mmol; 95.7%).

References:

INTERNATIONAL BUSINESS MACHINES CORPORATION;HUANG, Wu-song;LIU, Sen;LI, Wai-kin;GOLDFARB, Dario, L.;VYKLICKY, Libor;GLODDE, Martin;VARANASI, Pushkara, R. WO2011/22221, 2011, A2 Location in patent:Page/Page column 28

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