Piperidine → Lamtidine

HRID 2058734Notes

Reaction equation

HRID 2058734 reaction equation
Br.[CH3:2][N:3]1[C:7]([NH:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19]Br)[CH:14]=2)=[N:6][C:5]([NH2:21])=[N:4]1.[NH:22]1[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1>C(O)C>[CH3:2][N:3]1[C:7]([NH:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19][N:22]3[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]3)[CH:14]=2)=[N:6][C:5]([NH2:21])=[N:4]1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 1317126881-Methyl-N5-[3-[3-(bromomethyl)phenoxy]propyl]-1H-1,2,4-triazole-3,5-diamine, hydrobromide

Product 1

HCID 71988LamtidineYield 89.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-Methyl-N5 -[3-[3-(bromomethyl)phenoxy]propyl]-1H-1,2,4-triazole-3,5-diamine, hydrobromide (0.3 g) was dissolved in ethanol (5 ml) and treated with piperidine (0.3 g) at room temperature. The solvent was evaporated in vacuo and the residue triturated with ethyl acetate to afford the title compound as a white crystalline solid (0.22 g).

Workup

  1. customThe solvent was evaporated in vacuo
  2. customthe residue triturated with ethyl acetate

Sources & evidence

ORD record
ord-506cedbb27c947b2b12ba95f186c8b61
Source dataset
uspto-grants-1982_03
Patent number
US04318913

Reaction notes

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