Methoxyacetic Acid → HCID 178494711, compound

HRID 2048241Notes

Reaction equation

HRID 2048241 reaction equation
[CH3:1][O:2][CH2:3][C:4](O)=O.S(O)(O)(=O)=O.[NH2:12][NH:13][C:14]([NH2:16])=[NH:15].C(=O)([O-])O.[Na+]>ClC1C=CC(Cl)=CC=1Cl>[CH3:1][O:2][CH2:3][C:4]1[NH:15][C:14]([NH2:16])=[N:13][N:12]=1

Participants

5

Reactant 3

HCID 12251Methoxyacetic AcidHCID 516892Sodium BicarbonateHCID 178513188HCID 178513188, compound

Product 1

HCID 178494711HCID 178494711, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 131,2,4-TrichlorobenzeneSolvent

Conditions

Temperature
200 °C

Procedure

A mixture of methoxyacetic acid (15 g), aminoguanidine sulfate (21 g) and 1,2,4-trichlorobenzene (20 mL) was stirred at 200° C. for 24 hr. The reaction mixture was poured into saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with n-butanol. The obtained n-butanol layer was concentrated, and the residue was purified by silica gel column chromatography to give the title compound as a colorless solid (15 g, 75%).

Workup

  1. extractionthe mixture was extracted with n-butanol
  2. concentrationThe obtained n-butanol layer was concentrated
  3. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-d75b853fb8994b1480e02e584c916d09
Source dataset
uspto-grants-2013_11
Patent number
US08592431B2

Reaction notes

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