反応 #2271666

反応方程式

α-chloro-2-bromobenzaldehyde phenylsulfonylhydrazone

N-methylpiperazine

→

brown gum

収率 124.8%

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

収率 124.8%

溶媒

tetrahydrofuran

反応条件

後処理

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
   ろ過filtered
4. 4
   その他to remove the piperazine hydrochloride that
5. 5
   その他was formed
6. 6
   濃縮The filtrate was concentrated
7. 7
   その他to yield a brown gum
8. 8
   その他The gum was triturated with hot acetonitrile
9. 9
   温度the mixture was cooled in an ice bath
10. 10
    ろ過when cold, was filtered
11. 11
    その他to remove unwanted side product
12. 12
    濃縮The filtrate was then concentrated

実験手順

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.

出典