content_image/926937.jpg content_image/926939.jpg content_image/926942.jpg content_image/926938.jpg content_image/926940.jpg content_image/926941.jpg
## Synthesis of perfluoro(2,5-bistrifluoromethyl-3,6-dioxanonanoic acid)-(2-pyrimidine )amide 

[0221] Into a 500 ml four-necked flask equipped with a thermometer and dropping funnel were poured 150 ml of dehydrated DMF, 57 g of aminopyrimidine and 42 g of triethylamine in a nitrogen atmosphere. On an ice bath, 176 g of perfluoro(2,5-bistrifluoromethyl-3,6-dioxanonanoic acid chloride: 

<img src='content_image/926937.jpg'>

was slowly added dropwise with stirring. After completion of the addition, the mixture temperature was increased to room temperature gradually and stirring was carried out at room temperature for one hour. The reaction solution was subjected to separation with an acid and water to take out an oil layer. After drying of the oil layer with magnesium sulfate, distillation was carried out under reduced pressure and 142 g of perfluoro(2,5-bistrifluoromethyl-3,6-diox› anonanoic acid)-(2-pyrimidine )amide: 

<img src='content_image/926939.jpg'>

was obtained. According to $^{19}$F-NMR and $^{1}$H-NMR analy› ses, it was confirmed that the obtained product was the above-mentioned compound. This compound was soluble in acetone and ethyl acetate and was in the form of liquid at room temperature. Also as a result of TGA measurement in the air, Tdlo was 159° C. and Tdso was 188° C. 

[0222] $^{19}$F-NMR (CD$_{3}$COCD$_{3}$ ): -78 to -80 ppm (7F), -82 to -85 ppm (4F), -92 ppm (2F), -115 ppm (2F), -132 ppm (IF), -145.0 ppm (IF) $^{1}$H-NMR (CD3COCD3): 7.2 ppm (lH), 8.7 ppm (2H), 9.0 ppm (lH) 

## Synthesis of N-perfluoro(l, l-dihydro-2,5-bistrifluo› romethy 1-3, 6-dioxanonanoy I) -N-(2-pyrimidine) Into a 500 ml four-necked flask equipped with a thermometer and dropping funnel were poured 150 ml of sulfolane, 60 g of perfluoro(l,1-dihydro-2,5- bistrifluoromethy 1-3, 6-dioxanonanoy 1)-ortho-ni- tro benzenesulfonate: 

[0223] 

<img src='content_image/926942.jpg'>

and 34 g of aminopyrimidine in a nitrogen atmosphere, followed by stirring at 170° C. for 24 hours in a nitrogen atmosphere. The reaction solution was poured into water, 

## Example 1 

## Example 2 

and a solid was removed by filtration. The filtrate was subjected to separation with water/ethyl acetate to take out an oil layer. After drying of the oil layer with magnesium sulfate, distillation was carried out under reduced pressure and 17 g of N-perfluoro(l, l-dihydro-2,5-bistrifluoromethyl- 3,6-dioxanonanoyl)-N-(2-pyrimidine ): 

<img src='content_image/926938.jpg'>

was obtained. According to $^{19}$F-NMR and $^{1}$H-NMR analy› ses, it was confirmed that the obtained product was the above-mentioned compound. This compound was soluble in acetone and ethyl acetate and was in the form of liquid at room temperature. Also as a result of TGA measurement in the air, Td$_{10 }$was 122° C. and Tdso was 138° C. 

[0224] $^{19}$F-NMR (CD$_{3}$COCD$_{3}$ ): -78 to -80 ppm (7F), -82 to -85 ppm (4F), -94 ppm (2F), -112 ppm (2F), -143 ppm (IF), -168 ppm (IF) $^{1}$H-NMR (CD$_{3}$COCD$_{3}$): 2.8 ppm (lH), 3.6 ppm (2H), 7.2 ppm (lH), 8.7 ppm (2H), 9.0 ppm (lH) 

## Synthesis of perfluoro(2,5,8-tristrifluoromethyl-3,6, 9-trioxadodecanoic acid)-(2-pyrimidine )amide 

[0225] Into a 500 ml four-necked flask equipped with a thermometer and dropping funnel were poured 150 ml of dehydrated DMF, 50 g of aminopyrimidine and 42 g of triethylamine in a nitrogen atmosphere. On an ice bath, 160 g of perfluoro(2,5,8-tristrifluoromethyl-3,6,9-trioxadode› canoic acid chloride): 

<img src='content_image/926940.jpg'>

was slowly added dropwise with stirring. After completion of the addition, the mixture temperature was increased to room temperature gradually and stirring was carried out at room temperature for one hour. The reaction solution was subjected to separation with an acid and water to take out an oil layer. After concentration of the oil layer, 136 g of perfluoro(2,5,8-tristrifluoromethyl-3,6,9-trioxadodecanoic acid)-(2-pyrimidine )amide: 

<img src='content_image/926941.jpg'>

was obtained. According to $^{19}$F-NMR and $^{1}$H-NMR analy› ses, it was confirmed that the obtained product was the above-mentioned compound. This compound was soluble in acetone and ethyl acetate and was in the form of liquid at room temperature. Also as a result of TGA measurement in the air, Td$_{10 }$was 180° C. and Tdso was 209° C. 

## Example 3 

