Hydroxylamine → HCID 178512697, compound

HRID 1902228Notes

Reaction equation

HRID 1902228 reaction equation
[NH:1]([C:5]1[S:6][CH:7]=[C:8]([CH2:10][S:11][CH2:12][CH2:13][C:14](=[NH:17])OC)[N:9]=1)[C:2]([NH2:4])=[NH:3].[NH2:18][OH:19].Cl.NO.C[O-].[Na+]>CO>[NH:1]([C:5]1[S:6][CH:7]=[C:8]([CH2:10][S:11][CH2:12][CH2:13][C:14](=[N:18][OH:19])[NH2:17])[N:9]=1)[C:2]([NH2:4])=[NH:3]

Participants

6

Reactant 4

HCID 787HydroxylamineHCID 443297Hydroxyamine hydrochlorideHCID 10942334Sodium MethoxideHCID 12881442Methyl 3-[({2-[(diaminomethylidene)amino]-1,3-thiazol-4-yl}methyl)sulfanyl]propanimidate

Product 1

HCID 178512697HCID 178512697, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

In 35 ml of methanol was dissolved 4.72 g of methyl 3-[(2-guanidinothiazol-4-yl)methylthio]propionimidate and then 25 ml of a methanol solution of free hydroxylamine prepared by treating 1.2 g of hydroxylamine hydrochloride with 0.93 g of sodium methoxide was added to the solution. After stirring the mixture for 2 hours at room temperature, the solvent was distilled off under reduced pressure and the residue formed was purified by a column chromatography using a mixed solvent of chloroform and methanol as a developing solvent and recrystallized from methanol-acetone to provide 1.3 g of 3-[(2-guanidinothiazol-4-yl)methylthio]propionamidoxime. The product has the following physicochemical properties:

Workup

  1. additionwas added to the solution
  2. distillationthe solvent was distilled off under reduced pressure
  3. customthe residue formed
  4. customwas purified by a column chromatography
  5. customrecrystallized from methanol-acetone

Sources & evidence

ORD record
ord-da1072c271ca498abb3a24ee6d3528de
Source dataset
uspto-grants-1982_12
Patent number
US04362736

Reaction notes

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