Ammonium Hydroxide → HCID 12814733, compound

HRID 596932Notes

Reaction equation

HRID 596932 reaction equation
Cl.C[O:3][C:4](=O)[C:5]1[C:6](=[CH:8][CH:9]=[C:10]([CH:12]([OH:26])[CH2:13][NH:14][C:15]([CH3:25])([CH3:24])[CH2:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:11]=1)[OH:7].C(=O)(O)[O-].[Na+].[OH-].[NH4+:34]>CO>[OH:26][CH:12]([C:10]1[CH:11]=[C:5]([C:4]([NH2:34])=[O:3])[C:6]([OH:7])=[CH:8][CH:9]=1)[CH2:13][NH:14][C:15]([CH3:25])([CH3:24])[CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 14923Ammonium HydroxideHCID 516892Sodium BicarbonateHCID 12944811HCID 12944811, compound

Product 1

HCID 12814733HCID 12814733, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of the above hydrochloride (0.6 g) in methanol (10 ml) and ammonium hydroxide (d.0.880; 10 ml) was allowed to stand at room temperature for 48 hours. On evaporation, a residue was obtained which was neutralised with sodium bicarbonate solution and extracted with ethyl acetate. When dried and evaporated, the solution gave the amide as a white solid, m.p. 154° (63% yield).

Workup

  1. customOn evaporation
  2. customa residue was obtained which
  3. extractionextracted with ethyl acetate
  4. customWhen dried
  5. customevaporated

Sources & evidence

ORD record
ord-6320712a3bbd4077afb8b35151694ba4
Source dataset
uspto-grants-1977_03
Patent number
US04012444

Reaction notes

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