Benzamide, N-cyano- → HCID 178512389, compound

HRID 1382446Notes

Reaction equation

HRID 1382446 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-8dae87f3430247cfba9c9f42b16f3681
Source dataset
uspto-grants-1989_02
Patent number
US04806552

Reaction notes

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