Реакция #2298650

Уравнение реакции

α-chloro-2-bromobenzaldehyde phenylsulfonylhydrazone

N-methylpiperazine

→

brown gum

Выход 124.8%

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

Выход 124.8%

Растворители

tetrahydrofuran

Условия реакции

Обработка

1. 1
   workup.WAITto stand at ambient temperature for 16 hours
2. 2
   ТемператураThe reaction was chilled in an ice bath
3. 3
   Фильтрацияfiltered
4. 4
   Другоеto remove the piperazine hydrochloride that
5. 5
   Другоеwas formed
6. 6
   КонцентрированиеThe filtrate was concentrated
7. 7
   Другоеto yield a brown gum
8. 8
   ДругоеThe gum was triturated with hot acetonitrile
9. 9
   Температураthe mixture was cooled in an ice bath
10. 10
    Фильтрацияwhen cold, was filtered
11. 11
    Другоеto remove unwanted side product
12. 12
    КонцентрированиеThe filtrate was then concentrated

Методика

To a stirred solution, under nitrogen, of α-chloro-2-bromobenzaldehyde phenylsulfonylhydrazone (271.1 g; 0.72 mol) in tetrahydrofuran (THF; 2 liters), was added dropwise N-methylpiperazine (159.7 g; 1.6 mol). 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-[[(phenylsulfonyl)hydrazono]-(2-bromophenyl)methyl]-4-methylpiperazine.

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