Pyridine → HCID 20473962, compound

HRID 2295775Notes

Reaction equation

HRID 2295775 reaction equation
NC1CCN([CH2:8][C:9]2[CH:18]=[CH:17][C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH:10]=2)CC1.[C:19]([NH:26][C:27]([NH2:29])=[O:28])([C:21]1[S:25][CH:24]=[CH:23][CH:22]=1)=[O:20].[N:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>>[CH:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:17]=[CH:18][C:9]=1[CH2:8][CH:31]1[CH2:32][CH:33]([NH:29][C:27]([NH:26][C:19]([C:21]2[S:25][CH:24]=[CH:23][CH:22]=2)=[O:20])=[O:28])[CH2:34][CH2:35][NH:30]1

Participants

4

Reactant 3

HCID 1049PyridineHCID 395032N-(Aminocarbonyl)-2-thiophenecarboxamideHCID 111958234-Amino-1-(2-naphthyl)methylpiperidine

Product 1

HCID 20473962HCID 20473962, compound

Procedure

4-Amino-1-(naphth-2-ylmethyl)piperidine (1.0 g, 0.0047 m) and 1-(then-2-oyl)urea (0.65 g, 0.0042 m) in pyridine (5 cm3) was refluxed for 9.5 hours. The solvent was evaporated, water added, and the precipitated title compound filtered and washed well with water. This was recrystallised from ethanol, converted to the hydrochloride salt in ethanol with ethanolic HCl, and recrystallised from ethanol, 0.5 g, at the hydrochloride, m.p. 217°-219° C.

Workup

  1. customThe solvent was evaporated
  2. additionwater added
  3. customthe precipitated title compound
  4. filtrationfiltered
  5. washwashed well with water
  6. customThis was recrystallised from ethanol
  7. customrecrystallised from ethanol, 0.5 g, at the hydrochloride, m.p. 217°-219° C.

Sources & evidence

ORD record
ord-860ac4c7001642e8b49ae5721479d9c7
Source dataset
uspto-grants-1984_01
Patent number
US04426387

Reaction notes

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