Benzamide, N-cyano- → HCID 178512389, compound

HRID 2295776Notes

Reaction equation

HRID 2295776 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][N:5]([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)[CH2:4][CH2:3]1.[C:19]([NH:27][C:28]#[N:29])(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C1(C)C=CC=CC=1>[C:19]([NH:27][C:28]([NH:1][CH:2]1[CH2:3][CH2:4][N:5]([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)[CH2:6][CH2:7]1)=[NH:29])(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 84805Benzamide, N-cyano-HCID 111958234-Amino-1-(2-naphthyl)methylpiperidine

Product 1

HCID 178512389HCID 178512389, compoundYield 40.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4-Amino-1-(naphth-2-ylmethyl)piperidine (1.0 g, 0.0042 m) and benzoyl cyanamide (0.67 g, 0.0042 m) in toluene (100 cm3) were refluxed for 15 hours. The solvent was evaporated and the residue recrystallised from the minimum amount of isopropyl alcohol and recrystallised twice more from ethanol to give 0.65 g of the title compound, m.p. dihydrochloride quarter hydrate, m.p. 260°-262° C.

Workup

  1. customThe solvent was evaporated
  2. customthe residue recrystallised from the minimum amount of isopropyl alcohol
  3. customrecrystallised twice more from ethanol

Sources & evidence

ORD record
ord-46b28b556c6a462d93f2ce4093c776a4
Source dataset
uspto-grants-1984_01
Patent number
US04426387

Reaction notes

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