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Potassium Iodide → 1-(4-methoxyphenyl)-4-[4-(1H-pyrazol-1-yl)phenyl]piperazine

HRID 1164234
ノート
印刷プレビュー

反応式

HRID 1164234 の反応式
Cl[CH2:2][CH2:3][N:4]([CH2:13][CH2:14]Cl)[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][CH:6]=1.[N:16]1([C:21]2[CH:26]=[CH:25][C:24]([NH2:27])=[CH:23][CH:22]=2)[CH:20]=[CH:19][CH:18]=[N:17]1.[I-].[K+].C(=O)([O-])O.[Na+]>O.CC(=O)C>[CH3:12][O:11][C:8]1[CH:9]=[CH:10][C:5]([N:4]2[CH2:13][CH2:14][N:27]([C:24]3[CH:23]=[CH:22][C:21]([N:16]4[CH:20]=[CH:19][CH:18]=[N:17]4)=[CH:26][CH:25]=3)[CH2:2][CH2:3]2)=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 4875Potassium IodideHCID 15064N,N-Bis(2-chloroethyl)-4-methoxybenzenamineHCID 516892Sodium BicarbonateHCID 5942744-(1H-Pyrazol-1-yl)aniline

生成物 1

HCID 128770311-(4-methoxyphenyl)-4-[4-(1H-pyrazol-1-yl)phenyl]piperazine

試薬・触媒・溶媒 2

HCID 180Acetone
溶媒
HCID 962Water溶媒

実験手順

A mixture of 12.5 parts of N,N-bis(2-chloroethyl)-4-methoxybenzenamine, 8 parts of 4-(1H-pyrazol-1-yl)benzenamine, 2 parts of potassium iodide, 80 parts of 2-propanone and 100 parts of water is stirred and refluxed for 24 hours. The reaction mixture is cooled. The precipitated product is filtered off (the filtrate is set aside), washed with water and with 2-propanone, yielding a first crude fraction of 6 parts. The filtrate (see above) is neutralized with a sodium hydrogen carbonate solution and extracted with trichloromethane. The extract is dried, filtered and evaporated. The residue is triturated in 2-propanol. The product is filtered off and washed with methanol, yielding a second crude fraction of 2 parts. The combined crude crops (resp. 6 and 2 parts) are crystallized from 1-butanol, yielding 7.1 parts of 1-(4-methoxyphenyl)-4-[4-(1H-pyrazol-1-yl)phenyl]piperazine; mp. 207.7° C.

後処理

  1. temperaturerefluxed for 24 hours
  2. temperatureThe reaction mixture is cooled
  3. filtrationThe precipitated product is filtered off (the filtrate
  4. washwashed with water and with 2-propanone
  5. customyielding a first crude fraction of 6 parts
  6. extractionextracted with trichloromethane
  7. customThe extract is dried
  8. filtrationfiltered
  9. customevaporated
  10. customThe residue is triturated in 2-propanol
  11. filtrationThe product is filtered off
  12. washwashed with methanol
  13. customyielding a second crude fraction of 2 parts
  14. customare crystallized from 1-butanol

出典と根拠

ORDレコード
ord-3206a667d7d143728bd89cd7c712b448
出典データセット
uspto-grants-1983_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04368200

反応ノート

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