Ammonia → HCID 15223039, compound

HRID 1108979Notes

Reaction equation

HRID 1108979 reaction equation
[Na].[CH2:2]([C:4]1[C:9]([NH:10][C:11]([C:13]2[N:14](CC3C=CC=CC=3)[CH:15]=[CH:16][N:17]=2)=[O:12])=[CH:8][N:7]=[CH:6][N:5]=1)[CH3:3].N>>[CH2:2]([C:4]1[C:9]([NH:10][C:11]([C:13]2[NH:17][CH:16]=[CH:15][N:14]=2)=[O:12])=[CH:8][N:7]=[CH:6][N:5]=1)[CH3:3]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 5360545SodiumHCID 152230381H-Imidazole-2-carboxamide, N-(4-ethyl-5-pyrimidinyl)-1-(phenylmethyl)-

Product 1

HCID 15223039HCID 15223039, compound

Procedure

Small pieces of sodium (~230 mg) are added to a solution of Example 1 (2 g, 6.5 mmol) in freshly distilled ammonia until the blue color persists. The reaction mixture is quenched with a small amount of solid ammonium chloride and allowed to evaporate off excess ammonia. The residue is taken up in 25 mL of water and the pH is adjusted to 7.0 with 18% HCl. This is extracted with methylene chloride (3×50 mL). The organic extracts are combined, dried over MgSO4 and concentrated in vacuo. Recrystallization from methanol and ether (1+19) affords the title compound.

Workup

  1. customThe reaction mixture is quenched with a small amount of solid ammonium chloride
  2. customto evaporate off excess ammonia
  3. extractionThis is extracted with methylene chloride (3×50 mL)
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo
  6. customRecrystallization from methanol and ether (1+19)

Sources & evidence

ORD record
ord-bcc0c1762e5d4f97be730e33b095dee8
Source dataset
uspto-grants-1994_06
Patent number
US05318975

Reaction notes

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