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Dimethylformamide → p-Chlorophenyl 1-amidino-4-piperidinecarboxylate hydrochloride

HRID 1388856
ノート
印刷プレビュー

反応式

HRID 1388856 の反応式
Cl.[C:2]([N:5]1[CH2:10][CH2:9][CH:8]([C:11](O)=[O:12])[CH2:7][CH2:6]1)(=[NH:4])[NH2:3].[Cl:14]C1C=CC(OS([O:24][C:25]2[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=2)=O)=CC=1.CN(C)C=O>N1C=CC=CC=1>[ClH:14].[C:2]([N:5]1[CH2:10][CH2:9][CH:8]([C:11]([O:24][C:25]2[CH:26]=[CH:27][C:28]([Cl:31])=[CH:29][CH:30]=2)=[O:12])[CH2:7][CH2:6]1)(=[NH:3])[NH2:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 20449815Bis-(p-chlorophenyl)sulfiteHCID 700438971-Amidino-4-piperidinecarboxylic acid hydrochloride

生成物 1

HCID 20470413p-Chlorophenyl 1-amidino-4-piperidinecarboxylate hydrochloride収率 70.5%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A mixture of 1.5 g of 1-amidino-4-piperidinecarboxylic acid hydrochloride and 8.8 g of bis-(p-chlorophenyl)sulfite was stirred at room temperature for 1 hour in a solution of 14 ml of dry dimethylformamide and 7 ml of dry pyridine. The solvent was removed under reduced pressure, and the residue was washed twice with dry ether. Acetone was added to the residue to give crystals. The crystals were washed with ether and then with ethyl acetate and recrystallized from methanol-ether to obtain 1.62 g (yield: 70.4%) of p-chlorophenyl 1-amidino-4-piperidinecarboxylate hydrochloride as colorless crystals having a melting point of 196° to 198° C.

後処理

  1. customThe solvent was removed under reduced pressure
  2. washthe residue was washed twice with dry ether
  3. additionAcetone was added to the residue
  4. customto give crystals
  5. washThe crystals were washed with ether
  6. customwith ethyl acetate and recrystallized from methanol-ether

出典と根拠

ORDレコード
ord-3006300221724cdba5c1c591ffadd2f9
出典データセット
uspto-grants-1984_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04433152

反応ノート

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