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

HRID 1388856
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HRID 1388856 반응식
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]
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참가 물질

5

반응물 3

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

생성물 1

HCID 20470413p-Chlorophenyl 1-amidino-4-piperidinecarboxylate hydrochloride수율 70.5%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3006300221724cdba5c1c591ffadd2f9
출처 데이터셋
uspto-grants-1984_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04433152

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