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Potassium Carbonate → 2-[4-[4-(3-Chlorophenyl)piperazin-1-yl]butyl]-1,2,4-triazolo[4,3-a]pyridin-3-(2H)-one

HRID 358222
ノート
印刷プレビュー

反応式

HRID 358222 の反応式
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1.Br[CH2:16][CH2:17][CH2:18][CH2:19]Cl.C(=O)([O-])[O-].[K+].[K+].[N:27]1[NH:28][C:29](=[O:36])[N:30]2[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=12.[Na]>C(Cl)(Cl)Cl.C1(C)C(C)=CC=CC=1>[Cl:2][C:3]1[CH:4]=[C:5]([N:9]2[CH2:14][CH2:13][N:12]([CH2:16][CH2:17][CH2:18][CH2:19][N:28]3[C:29](=[O:36])[N:30]4[CH:35]=[CH:34][CH:33]=[CH:32][C:31]4=[N:27]3)[CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=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 11430Potassium CarbonateHCID 256811-(3-Chlorophenyl)piperazine monohydrochlorideHCID 813641-Bromo-4-chlorobutaneHCID 70507128Sodium 1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one

生成物 1

HCID 133747472-[4-[4-(3-Chlorophenyl)piperazin-1-yl]butyl]-1,2,4-triazolo[4,3-a]pyridin-3-(2H)-one収率 43%

試薬・触媒・溶媒 2

HCID 6212
Chloroform
溶媒
HCID 7237O-Xylene溶媒

実験手順

A mixture of 8.0 g. (0.0343 mole) of 1-(3-chlorophenyl)piperazine hydrocloride, 5.88 g. (0.0343 mole) of 1-bromo-4-chlorobutane, 9.48 g. (0.9686 mole) of finely powdered potassium carbonate, and 200 ml. of dry xylene was refluxed for 22 hr. To this mixture there was then added 5.39 g. (0.0343 mole) of sodium 1,2,4-triazolo[4,3-a]pyridin-3(2H)-one, and the resulting suspension was refluxed an additional 72 hr. The mixture was then cooled, diluted with 200 ml. of chloroform, stirred for 15 min. and filtered. The clear filtrate was concentrated to an oil (9.8 g.) under reduced pressure. The residue was recrystallized from ET2O--EtOH--CHCl3 to afford 2.31 g. (43%) of the desired product, m.p. 122°-123°.

後処理

  1. additionA mixture of 8.0 g
  2. additionTo this mixture there was then added 5.39 g
  3. temperatureThe mixture was then cooled
  4. additiondiluted with 200 ml
  5. filtrationfiltered
  6. concentrationThe clear filtrate was concentrated to an oil (9.8 g.) under reduced pressure
  7. customThe residue was recrystallized from ET2O
  8. customEtOH--CHCl3 to afford 2.31 g

出典と根拠

ORDレコード
ord-9921cd8d05fa42deba4b5fc11d0e9396
出典データセット
uspto-grants-1984_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04465683

反応ノート

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