2-Amino-5,6-dichloro-3-[hydroxy(thiazol-2-yl)methyl]pyrazine → 2-Amino-5,6-dichloro-3-(thiazol-2-ylcarbonyl)pyrazine

HRID 1981163Notes

Reaction equation

HRID 1981163 reaction equation
[NH2:1][C:2]1[C:7]([CH:8]([OH:14])[C:9]2[S:10][CH:11]=[CH:12][N:13]=2)=[N:6][C:5]([Cl:15])=[C:4]([Cl:16])[N:3]=1>CC(C)=O.[O-2].[O-2].[Mn+4]>[NH2:1][C:2]1[C:7]([C:8]([C:9]2[S:10][CH:11]=[CH:12][N:13]=2)=[O:14])=[N:6][C:5]([Cl:15])=[C:4]([Cl:16])[N:3]=1

Participants

4

Reactant 1

HCID 203998592-Amino-5,6-dichloro-3-[hydroxy(thiazol-2-yl)methyl]pyrazine

Product 1

HCID 203998582-Amino-5,6-dichloro-3-(thiazol-2-ylcarbonyl)pyrazineYield 66.4%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 180AcetoneSolvent

Procedure

In 2 ml of acetone there was dissolved 2-amino-5,6-dichloro-3-[hydroxy(thiazol-2-yl)methyl]-pyrazine (44 mg) prepared in Step C above, after which manganese dioxide (120 mg) was added, and the reaction mixture was stirred for 5 hours at room temperature. The manganese dioxide was filtered off, the remaining precipitate washed twice with acetone, and the filtrate concentrated to dryness to give a crystalline product (29 mg).

Workup

  1. additionwas added
  2. filtrationThe manganese dioxide was filtered off
  3. washthe remaining precipitate washed twice with acetone
  4. concentrationthe filtrate concentrated to dryness

Sources & evidence

ORD record
ord-4ac2bc5de0be4615a4583ed0225a16bb
Source dataset
uspto-grants-1985_04
Patent number
US04512991

Reaction notes

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