反応 #4229

反応方程式

2-Chlorobenzenesulfonyl isocyanate

4-amino-2,6-dimethyl-5-pyrimidine carbonitrile

1,4-diazabicyclo-[2.2.2]octane

→

desired product

収率 71.2%

2-Chloro-N-[(5-cyano-2,6-dimethylpyrimidin-4-yl)aminocarbonyl]benzenesulfonamide

収率 71.2%

溶媒

—

xylenes

methylene chloride

反応条件

後処理

1. 1
   ろ過The reaction was filtered
2. 2
   その他to remove unreacted pyrimidine
3. 3
   その他the desired product was precipitated by addition of 1-chlorobutane
4. 4
   ろ過filtered off
5. 5
   洗浄rinsed well with 1-chlorobutane
6. 6
   その他dried in vacuo

実験手順

4.35 g of 2-Chlorobenzenesulfonyl isocyanate was dissolved in 10 ml xylenes and 25 ml methylene chloride. To this was added 2.96 g of 4-amino-2,6-dimethyl-5-pyrimidine carbonitrile and a catalytic amount of 1,4-diazabicyclo-[2.2.2]octane. The reaction was stirred under a CaSO4 drying tube for three days. The reaction was filtered to remove unreacted pyrimidine, and then the desired product was precipitated by addition of 1-chlorobutane, filtered off, rinsed well with 1-chlorobutane and dried in vacuo giving 5.2 g of the desired product, m.p. 125°-127°. IR: 2240 cm-1 (C≡N), 1730 cm-1 (C=O); NMR (DMSO-d6)δ: 2.6 (s, 6H), 7.4-8.1 (m, 4H) ppm indicating the title compound.

出典