Triethylamine → HCID 13657356, compound

HRID 4626Notes

Reaction equation

HRID 4626 reaction equation
C(N(CC)CC)C.[CH:8]1[CH:13]=[CH:12][C:11]([N:14]=[C:15](Cl)Cl)=[CH:10][CH:9]=1.[N:18]1([CH2:24][C:25]2[CH:26]=[C:27]([CH:37]=[CH:38][CH:39]=2)[O:28][CH2:29][CH2:30][CH2:31][NH:32][C:33]([NH:35][NH2:36])=[O:34])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1>C1COCC1>[C:11]1([NH:14][C:15]2[O:34][C:33]([NH:32][CH2:31][CH2:30][CH2:29][O:28][C:27]3[CH:37]=[CH:38][CH:39]=[C:25]([CH2:24][N:18]4[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]4)[CH:26]=3)=[N:35][N:36]=2)[CH:12]=[CH:13][CH:8]=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 12145Phenylimidocarbonyl chlorideHCID 13657330N-(3-{3-[(Piperidin-1-yl)methyl]phenoxy}propyl)hydrazinecarboxamide

Product 1

HCID 13657356HCID 13657356, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.4 ml (10 mmol) of triethylamine and 0.7 ml (5 mmol) of phenyl isocyanide dichloride are added to 1.5 g (5 mmol) of N-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]-hydrazine carboxamide in 30 ml of THF and the mixture is stirred at room temperature until the reaction is quantitative. Solid triethylammonium chloride is filtered off, the filtrate is concentrated by evaporation under vacuum, and the solid residue is recrystallised from ethanol. The analytical values are summarized in Table II.

Workup

  1. filtrationSolid triethylammonium chloride is filtered off
  2. concentrationthe filtrate is concentrated by evaporation under vacuum
  3. customthe solid residue is recrystallised from ethanol

Sources & evidence

ORD record
ord-9220619335324543b39346a03e5120a5
Source dataset
uspto-grants-1988_02
Patent number
US04727081

Reaction notes

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