Sodium Bicarbonate → HCID 73163956, compound

HRID 350670Notes

Reaction equation

HRID 350670 reaction equation
Cl.[NH2:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH2:13][CH2:12][CH2:11][C:10]2=[NH:14])=[CH:5][CH:4]=1.[C:15](=O)([O-])[OH:16].[Na+].Cl.O(N)C>CO>[CH3:15][O:16][N:14]=[C:10]1[CH2:11][CH2:12][CH2:13][N:9]1[C:6]1[CH:7]=[CH:8][C:3]([NH2:2])=[CH:4][CH:5]=1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 521874O-Methylhydroxylamine hydrochlorideHCID 23133914HCID 23133914, compound

Product 1

HCID 73163956HCID 73163956, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

2.68 g (12.7 mmol) of 1-(4-aminophenyl)pyrrolidin-2-ylideneamine, hydrochloride, are dissolved in 70 ml of methanol, 9.49 g (113 mmol) of sodium hydrogencarbonate and 4.06 g (48.6 mmol) of methoxylamine, hydrochloride, are added, and the mixture is heated at 70° C. for 48 hours. The reaction mixture is evaporated, and the residue is taken up in acetone. The insoluble components are filtered off, and the filtrate is evaporated. The residue is chromatographed on a silica-gel column with ethyl acetate as eluent, giving 1-(4-aminophenyl)pyrrolidin-2-one O-methyl oxime as a brownish solid; ESI 206.

Workup

  1. customThe reaction mixture is evaporated
  2. filtrationThe insoluble components are filtered off
  3. customthe filtrate is evaporated
  4. customThe residue is chromatographed on a silica-gel column with ethyl acetate as eluent

Sources & evidence

ORD record
ord-0908abeda7b24902bd3ceabcf9402a3d
Source dataset
uspto-grants-2007_02
Patent number
US07183277B2

Reaction notes

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