Reaktion #2271666

Reaktionsgleichung

α-chloro-2-bromobenzaldehyde phenylsulfonylhydrazone

N-methylpiperazine

→

brown gum

Ausbeute 124.8%

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

Ausbeute 124.8%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITto stand at ambient temperature for 16 hours
2. 2
   TemperaturThe reaction was chilled in an ice bath
3. 3
   Filtrationfiltered
4. 4
   Sonstigeto remove the piperazine hydrochloride that
5. 5
   Sonstigewas formed
6. 6
   EinengenThe filtrate was concentrated
7. 7
   Sonstigeto yield a brown gum
8. 8
   SonstigeThe gum was triturated with hot acetonitrile
9. 9
   Temperaturthe mixture was cooled in an ice bath
10. 10
    Filtrationwhen cold, was filtered
11. 11
    Sonstigeto remove unwanted side product
12. 12
    EinengenThe filtrate was then concentrated

Vorschrift

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.

Quelle