反応 #53771

反応方程式

Ethyl acetate

product

5-(5,6-Difluoro-1H-indol-2-yl)-2-methoxy-phenylamine

5-(5,6-difluoro-1H-indol-2-yl)-2-methoxy-phenylamine

4-carboxyphenyl isothiocyanate

4-carboxyphenyl isothiocyanate

→

4-{3-[5-(5,6-Difluoro-1H-indol-2-yl)-2-methoxy-phenyl]-thioureido}-benzoic acid

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   その他The tetrahydrofuran was boiled off on the rotary evaporator (no vacuum)
2. 2
   その他to give a solid
3. 3
   workup.WAITto stand overnight at room temperature
4. 4
   ろ過The insoluble material was collected by filtration
5. 5
   その他the solvent was boiled off on the rotary evaporator
6. 6
   workup.ADDITIONEthyl acetate was added to the solid
7. 7
   workup.WAITto stand overnight at room temperature
8. 8
   ろ過The insoluble material was collected by filtration (0.191 g), mp 201-203° C.

実験手順

The product from Example 3, 5-(5,6-difluoro-1H-indol-2-yl)-2-methoxy-phenylamine, (0.274 g, 1.0 mmol) was mixed with 4-carboxyphenyl isothiocyanate (0.183 g, 1.0 mmol) in tetrahydrofuran (10 mL) and was heated briefly to 50° C. and then allowed to stand overnight at room temperature. The tetrahydrofuran was boiled off on the rotary evaporator (no vacuum) to give a solid. Ethyl acetate (5 mL) was added, and the mixture was allowed to stand overnight at room temperature. The insoluble material was collected by filtration and was a mixture. All material from the reaction mixture was taken up in tetrahydrofuran/ethyl acetate and more 4-carboxyphenyl isothiocyanate (0.020 g, 0.11 mmol) was added and the solvent was boiled off on the rotary evaporator. Ethyl acetate was added to the solid and the mixture allowed to stand overnight at room temperature. The insoluble material was collected by filtration (0.191 g), mp 201-203° C.

出典