Potassium Carbonate → HCID 178513240, compound

HRID 710496Notes

Reaction equation

HRID 710496 reaction equation
[C:1]([C:3]1[CH:11]=[CH:10][C:6]2[N:7]=[CH:8][NH:9][C:5]=2[CH:4]=1)#[N:2].C([O-])([O-])=O.[K+].[K+].Cl.[NH2:19][OH:20]>CCO.CCOCC>[OH:20][NH:19][C:1]([C:3]1[CH:11]=[CH:10][C:6]2[NH:7][CH:8]=[N:9][C:5]=2[CH:4]=1)=[NH:2]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 2239061H-Benzimidazole-6-carbonitrileHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 178513240HCID 178513240, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of 5-cyanobenzimidazole (1.43 g; 10 mmol; 1 eq.) in EtOH (30 ml) was treated with K2CO3 (2.76 g; 20 mmol; 2 eq.) and hydroxylaminehydrochloride (765 mg; 11 mmol; 1.1 eq.) and heated to reflux over night. After cooling to room temperature, the mixture was diluted with Et2O. The resulting solid was collected by filtration, washed with Et2O and water and used without further purification. Yield: 1.28 g (72.7%); MS m/z: 177.3 [M+H]+

Workup

  1. temperatureheated
  2. temperatureto reflux over night
  3. filtrationThe resulting solid was collected by filtration
  4. washwashed with Et2O and water
  5. customused without further purification

Sources & evidence

ORD record
ord-bf3b1cccb195437ea40fa5c1bf4a264e
Source dataset
uspto-grants-2015_11
Patent number
US09181233B2

Reaction notes

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