반응 #2271666

반응 방정식

α-chloro-2-bromobenzaldehyde phenylsulfonylhydrazone

N-methylpiperazine

→

brown gum

수율 124.8%

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

수율 124.8%

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   workup.WAITto stand at ambient temperature for 16 hours
2. 2
   온도The reaction was chilled in an ice bath
3. 3
   여과filtered
4. 4
   기타to remove the piperazine hydrochloride that
5. 5
   기타was formed
6. 6
   농축The filtrate was concentrated
7. 7
   기타to yield a brown gum
8. 8
   기타The gum was triturated with hot acetonitrile
9. 9
   온도the mixture was cooled in an ice bath
10. 10
    여과when cold, was filtered
11. 11
    기타to remove unwanted side product
12. 12
    농축The filtrate was then concentrated

실험 절차

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.

출처