Hydrochloric Acid → 33564-38-4

HRID 1414003Notes

Reaction equation

HRID 1414003 reaction equation
O=C1C2C(=CC=CC=2)C(=O)[N:3]1[O:12][CH2:13][C:14]([NH:16][O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:15].NN.[ClH:27]>CO>[ClH:27].[NH2:3][O:12][CH2:13][C:14]([NH:16][O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:15]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 9321HydrazineHCID 88771984HCID 88771984, compound

Product 1

HCID 13171208433564-38-4

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent3×

Conditions

Temperature
0 °C

Procedure

5.0 g of [(1.3-dihydro-1,3-dioxo-2H-isoindole-2-yl)oxy]-N-(phenylmethoxy) acetamide is suspended in 100 ml anhydrous methanol. While stirring and maintaining the temperature at 0° C., 0.54 g hydrazine in 10 ml. methanol is added. Stirring is continued at 0° C. for 12 hours. After this time an equivalent amount of hydrochloric acid in methanol is added, the insoluble precipitate is filtered off and the mother liquor evaporated in vacuo. The residue is dissolved in a small amount of methanol, filtered and evaporated. The only residue is now treated with 100 ml of diethyl ether. 3.4 g of 2-(Aminooxy)-N-(phenylmethoxy)acetamide, hydrochloride having a melting point of 173° C. to 175° C. is filtered off.

Workup

  1. stirringStirring
  2. filtrationthe insoluble precipitate is filtered off
  3. customthe mother liquor evaporated in vacuo
  4. dissolutionThe residue is dissolved in a small amount of methanol
  5. filtrationfiltered
  6. customevaporated
  7. additionThe only residue is now treated with 100 ml of diethyl ether
  8. filtration3.4 g of 2-(Aminooxy)-N-(phenylmethoxy)acetamide, hydrochloride having a melting point of 173° C. to 175° C. is filtered off

Sources & evidence

ORD record
ord-3b32e9dab2924f10a8bc0318379f7db4
Source dataset
uspto-grants-1981_02
Patent number
US04252802

Reaction notes

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