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

HRID 266933ノート

反応式

HRID 266933 の反応式
[C:1]1([S:7]([NH:10][N:11]=[C:12](Cl)[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[Br:19])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:21][N:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1>O1CCCC1>[C:1]1([S:7]([NH:10][N:11]=[C:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[Br:19])[N:25]2[CH2:26][CH2:27][N:22]([CH3:21])[CH2:23][CH2:24]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

4

反応物 2

HCID 531671-MethylpiperazineHCID 56975089alpha-Chloro-2-bromobenzaldehyde phenylsulfonylhydrazone

生成物 1

HCID 538166591-[[(Phenylsulfonyl)hydrazono](2-bromophenyl)methyl]-4-methylpiperazine収率 124.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

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 hath, 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.

後処理

  1. waitto stand at ambient temperature for 16 hours
  2. temperatureThe reaction was chilled in an ice bath
  3. filtrationfiltered
  4. customto remove the piperazine hydrochloride that
  5. customwas formed
  6. concentrationThe filtrate was concentrated
  7. customto yield a brown gum
  8. customThe gum was triturated with hot acetonitrile
  9. temperaturethe mixture was cooled in an ice hath, and when cold
  10. filtrationwas filtered
  11. customto remove unwanted side product
  12. concentrationThe filtrate was then concentrated

出典と根拠

ORDレコード
ord-16324c796faf4c479749dd69157fb42f
出典データセット
uspto-grants-1997_07
特許番号
US05652241

反応ノート

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