反応 #4375

反応方程式

6-chlorothieno[3,2-d]pyrimidin-4(3H)-one

bromine

→

title compound

収率 44.0%

7-Bromo-6-chlorothieno[3,2-d]pyrimidin-4(3H)-one

収率 44.0%

溶媒

acetic acid

反応条件

後処理

1. 1
   温度Heating
2. 2
   その他precipitated
3. 3
   ろ過the mixture was filtered
4. 4
   洗浄washed with acetic acid, water and acetone

実験手順

A solution of 1.12 g (0.006 mole) of 6-chlorothieno[3,2-d]pyrimidin-4(3H)-one and 15 ml of acetic acid at 80° C. was treated with 2.88 g (0.92 ml, 0.018 mole) of bromine. Heating was continued for 2.5 hours during which time solids precipitated. After cooling to room temperature, the mixture was filtered and washed with acetic acid, water and acetone. There was obtained 0.70 g (44%) of the title compound: m.p. above 280° C.; mass spectrum 264 (molecular ion and parent peak with expected isotope pattern), 239 (-27), 186 (some starting material) among others; 1H-nmr (trifluoroacetic acid) delta 7.5 ppm (starting material, s 0.1H), 9.3 (s, 1.0H). The nmr spectrum indicates that the reaction product is about 90% of the desired product; the remainder is starting material. This material is sufficiently pure for use in further reactions.

出典