Hydroxyamine hydrochloride → HCID 136061479, compound

HRID 1156721Notes

Reaction equation

HRID 1156721 reaction equation
[Na].C[O-].[Na+].CS[C:7]1[CH:12]=[N:11][NH:10][C:9](=[O:13])[N:8]=1.Cl.[NH2:15][OH:16]>CO>[OH:16][NH:15][C:7]1[CH:12]=[N:11][NH:10][C:9](=[O:13])[N:8]=1

Participants

6

Reactant 4

HCID 443297Hydroxyamine hydrochlorideHCID 2775935HCID 2775935, compoundHCID 5360545SodiumHCID 10942334Sodium Methoxide

Product 1

HCID 136061479HCID 136061479, compoundYield 90.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Metallic sodium (0.55 g) was dissolved in methanol (40 ml) to prepare a methanolic solution of sodium methoxide. 5-Methylthio-2,3-dihydro-1,2,4-triazin-3-one (2.86 g) and hydroxylamine hydrochloride (1.67 g) were added thereto, and the resultant mixture was heated with reflux for 7 hours. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure. The concentrated residue was recrystallized from 30% aqueous ethanol to give 5-hydroxyamino-3-oxo-2,3-dihydro-1,2,4-triazine (Ic) (2.32 g) as pale yellow crystals. Yield, 90.6%. M.P., 270° C.

Workup

  1. temperaturewith reflux for 7 hours
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. customThe concentrated residue was recrystallized from 30% aqueous ethanol

Sources & evidence

ORD record
ord-6f29c771507a40f3b3bdab17cea11bbd
Source dataset
uspto-grants-1982_06
Patent number
US04337082

Reaction notes

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