反应 #2271666

反应方程式

α-chloro-2-bromobenzaldehyde phenylsulfonylhydrazone

N-methylpiperazine

→

brown gum

收率 124.8%

1[[(Phenylsulfonyl)hydrazono]-(2- bromophenyl)methyl]-4-methylpiperazine

收率 124.8%

溶剂

tetrahydrofuran

反应条件

后处理

1. 1
   workup.WAITto stand at ambient temperature for 16 hours
2. 2
   温度The reaction was chilled in an ice bath
3. 3
   过滤filtered
4. 4
   其他to remove the piperazine hydrochloride that
5. 5
   其他was formed
6. 6
   浓缩The filtrate was concentrated
7. 7
   其他to yield a brown gum
8. 8
   其他The gum was triturated with hot acetonitrile
9. 9
   温度the mixture was cooled in an ice bath
10. 10
    过滤when cold, was filtered
11. 11
    其他to remove unwanted side product
12. 12
    浓缩The filtrate was then concentrated

实验过程

To a stirred solution, under nitrogen, of α-chloro-2-bromobenzaldehyde phenylsulfonylhydrazone (271.1 g, 720 mmol) in tetrahydrofuran (THF; 2 L), was added dropwise N-methylpiperazine (159.7 g; 1600 mmol). The reaction was stirred at ambient temperature for three hours, and then permitted to stand at ambient temperature for 16 hours. The reaction was chilled in an ice bath, and then filtered to remove the piperazine hydrochloride that was formed. The filtrate was concentrated to yield a brown gum. The gum was triturated with hot acetonitrile, the mixture was cooled in an ice bath, and when cold, was filtered to remove unwanted side product. The filtrate was then concentrated to afford 392.9 g of a brown gum of crude 1-[[(phenylsulfon-yl)hydrazono]-(2-bromophenyl)methyl]-4-methylpiperazine.

来源