Acetic Acid → HCID 86662079, compound

HRID 1959397Notes

Reaction equation

HRID 1959397 reaction equation
[NH2:1][C:2]1[C:3](/[C:9](=[N:15]\[H])/[NH:10][O:11][C:12](=O)[CH3:13])=[N:4][C:5]([Br:8])=[CH:6][N:7]=1.CC(O)=O.C([O-])(O)=O.[Na+]>O>[Br:8][C:5]1[N:4]=[C:3]([C:9]2[N:15]=[C:12]([CH3:13])[O:11][N:10]=2)[C:2]([NH2:1])=[N:7][CH:6]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 516892Sodium BicarbonateHCID 178506523HCID 178506523, compound

Product 1

HCID 86662079HCID 86662079, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of (E)-3-amino-6-bromo-N-(ethanoyloxy)pyrazine-2-carboximidamide (8.405 g, 22.71 mmol) and AcOH (30 mL) was heated to 70° C. for 2 hours. The reaction mixture was allowed to cool, diluted with water and then neutralised with solid NaHCO3. The resultant dark coloured precipitate was filtered off (3.83 g, 66% Yield). 1H NMR (400.0 MHz, DMSO) d 2.68 (s, 3H), 7.31 (br s, 2H) and 8.34 (s, 1H) ppm; MS (ES+) 258.80

Workup

  1. temperatureto cool
  2. filtrationThe resultant dark coloured precipitate was filtered off (3.83 g, 66% Yield)

Sources & evidence

ORD record
ord-db196bde3a2643c7995d7c706fd9b8d8
Source dataset
uspto-grants-2013_04
Patent number
US08410112B2

Reaction notes

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