Potassium Hydroxide → HCID 178437279, compound

HRID 256318Notes

Reaction equation

HRID 256318 reaction equation
[CH2:1]([C:3]1[C:4]([O:15][CH3:16])=[N:5][C:6]2[N:7]([CH:10]=[C:11]([C:13]#[N:14])[N:12]=2)[C:8]=1[CH3:9])[CH3:2].Cl.[NH2:18][OH:19].[OH-].[K+]>C(O)C>[CH2:1]([C:3]1[C:4]([O:15][CH3:16])=[N:5][C:6]2[N:7]([CH:10]=[C:11]([C:13]([NH:18][OH:19])=[NH:14])[N:12]=2)[C:8]=1[CH3:9])[CH3:2]

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 13669915HCID 13669915, compound

Product 1

HCID 178437279HCID 178437279, compoundYield 86.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 8.0 g of 6-ethyl-7-methoxy-5-methylimidazo [1,2-a]pyrimidine-2-carbonitrile, 2.82 g of hydroxylamine hydrochloride and 2.28 g of potassium hydroxide in 100 ml of ethanol was refluxed with stirring for 2 hours and the mixture was cooled. The precipitated product was filtered, suspended in water with stirring for 15 minutes, filtered, then washed with water and ether and dried under vacuum to give 7.96 g of 6-ethyl-N-hydroxy-7-methoxy-5-methylimidazo[1,2-a]pyrimidine-2-carboxamidine (86% yield) melting at 249°-250° C.

Workup

  1. temperaturewas refluxed
  2. temperaturethe mixture was cooled
  3. filtrationThe precipitated product was filtered
  4. stirringwith stirring for 15 minutes
  5. filtrationfiltered
  6. washwashed with water and ether
  7. customdried under vacuum

Sources & evidence

ORD record
ord-fddb43ff183146cd865b9813271ea6b3
Source dataset
uspto-grants-1987_10
Patent number
US04703049

Reaction notes

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