Guanidine Hydrochloride → HCID 67455281, compound

HRID 2174723Notes

Reaction equation

HRID 2174723 reaction equation
[Na].Cl.[NH2:3][C:4]([NH2:6])=[NH:5].[CH2:7]([N:14]1[CH2:20][CH2:19][CH:18](Cl)[CH:17]([CH:22]=O)[CH2:16][CH2:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>C(O)C>[CH2:7]([N:14]1[CH2:15][CH2:16][C:17]2[CH:22]=[N:5][C:4]([NH2:6])=[N:3][C:18]=2[CH2:19][CH2:20]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 5742Guanidine HydrochlorideHCID 5360545SodiumHCID 86644564HCID 86644564, compound

Product 1

HCID 67455281HCID 67455281, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4.60 g (0.20 mol) sodium are dissolved in 250 ml of ethanol and at room temperature combined with 5.90 g (0.10 mmol) guanidine hydrochloride and 24.97 g (0.10 mol) 1-benzyl-5-chloro-azepan-4-carbaldehyde. Then the mixture is refluxed for 5 h, then stirred for 15 h at room temperature. It is then concentrated by evaporation i.vac., combined with 500 ml dichloromethane and washed 3 times with 400 ml of water. It is purified by chromatography through silica gel (eluant: dichloromethane/methanol 95:5), concentrated by evaporation i.vac. And triturated with ethanol.

Workup

  1. temperatureThen the mixture is refluxed for 5 h
  2. concentrationIt is then concentrated by evaporation i.vac
  3. washwashed 3 times with 400 ml of water
  4. customIt is purified by chromatography through silica gel (eluant: dichloromethane/methanol 95:5)
  5. concentrationconcentrated by evaporation i.vac
  6. customAnd triturated with ethanol

Sources & evidence

ORD record
ord-13d3d382b7f44216b6f9c876729de8d6
Source dataset
uspto-grants-2015_06
Patent number
US09062034B2

Reaction notes

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