Sulfuric Acid → (3,5-Dibromo-4-hydroxy-phenyl)-(2,3-dihydro-pyrido[4,3-b][1,4]oxazin-4-yl)-methanone sulfuric acid salt

HRID 1943743Notes

Reaction equation

HRID 1943743 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:10]([N:12]2[CH2:17][CH2:16][O:15][C:14]3[CH:18]=[CH:19][N:20]=[CH:21][C:13]2=3)=[O:11])[CH:5]=[C:6]([Br:9])[C:7]=1[OH:8].[S:22](=[O:26])(=[O:25])([OH:24])[OH:23]>O1CCCC1>[S:22](=[O:24])(=[O:23])([OH:26])[OH:25].[Br:1][C:2]1[CH:3]=[C:4]([C:10]([N:12]2[CH2:17][CH2:16][O:15][C:14]3[CH:18]=[CH:19][N:20]=[CH:21][C:13]2=3)=[O:11])[CH:5]=[C:6]([Br:9])[C:7]=1[OH:8]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 44608229Epaminurad

Product 1

HCID 44608872(3,5-Dibromo-4-hydroxy-phenyl)-(2,3-dihydro-pyrido[4,3-b][1,4]oxazin-4-yl)-methanone sulfuric acid saltYield 69%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In a 25 ml flask, (3,5-dibromo-4-hydroxy-phenyl)-(2,3-dihydro-pyrido[4,3-b][1,4]oxazin-4-yl)-methanone (100 mg, 0.24 mmol) was suspended in tetrahydrofuran (8 ml) and the mixture was dissolved under heating. After cooling to room temperature, 1M sulfuric acid solution was added thereto dropwise. The formed solid was filtered to obtain the target compound 71 as white solid (78 mg, 69%).

Workup

  1. dissolutionthe mixture was dissolved
  2. temperatureunder heating
  3. filtrationThe formed solid was filtered

Sources & evidence

ORD record
ord-ac93ed58ceda4ababab9a0c9e84d2d75
Source dataset
uspto-grants-2013_03
Patent number
US08394792B2

Reaction notes

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