Formaldehyde → HCID 54232589, compound

HRID 1446834Notes

Reaction equation

HRID 1446834 reaction equation
N[C:2]1[C:7]([C:8](=[O:15])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:16][C:17]([NH2:19])=[O:18].[CH2:20]=O.[C:22]([BH3-])#[N:23].[Na+].[OH-].[Na+]>C(#N)C.C(O)(=O)C>[C:8]([C:7]1[C:2]([N:23]([CH3:22])[CH3:20])=[C:3]([CH2:16][C:17]([NH2:19])=[O:18])[CH:4]=[CH:5][CH:6]=1)(=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

7

Reactant 4

HCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 151075NepafenacHCID 5003444Sodium cyanoborohydride

Product 1

HCID 54232589HCID 54232589, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6342AcetonitrileSolvent

Procedure

A solution of 12.7 g (0.05 mol) of 2-amino-3-benzoyl-phenylacetamide in 150 ml of acetonitrile is treated four times with 16 ml (0.2 mole) of 37% formalin, 6.4 g (0.1 mole) of sodium cyanoborohydride and 2 ml of glacial acetic acid with a 15 minute stirring period between each treatment. The mixture is finally poured into dilute sodium hydroxide and extracted three times with diethylether. The ether extracts are combined, dried over magnesium sulfate and concentrated. The product is isolated by column chromatography.

Workup

  1. extractionextracted three times with diethylether
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated
  4. customThe product is isolated by column chromatography

Sources & evidence

ORD record
ord-c16df1c2c8d04b8da75839f95b0e666d
Source dataset
uspto-grants-1982_02
Patent number
US04313949

Reaction notes

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