Sodium Carbonate → HCID 178513428, compound

HRID 419692Notes

Reaction equation

HRID 419692 reaction equation
Cl.[NH2:2][OH:3].[C:4]([N:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)#[N:5].C(=O)([O-])[O-].[Na+].[Na+]>O.CO>[OH:3][NH:2][C:4]([N:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)=[NH:5]

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 73736PiperidinocarbonitrileHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 178513428HCID 178513428, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Amidine (e) is readily produced from nitrites. More specifically, hydroxylamine hydrochloride dissolved in a suitable solvent, such as water, is reacted with cyanopiperidine (g) in the presence of a base such as sodium carbonate in a suitable solvent, such as in methanol and exposed to heat to provide the hydroxycarbamimidoyl-piperidine (h). The hydroxycarbamimidoylpiperidine (h) in a suitable solvent, such as acetic acid, is then hydrogenated via palladium catalyst in the presence of acetic acid anhydride under pressure to provide amidine (e).

Workup

  1. temperatureto heat

Sources & evidence

ORD record
ord-194efada7bc044ff9ce22b1cd19dc2a6
Source dataset
uspto-grants-2012_01
Patent number
US08093383B2

Reaction notes

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