Sodium Hydroxide → HCID 17953828, compound

HRID 1180533Notes

Reaction equation

HRID 1180533 reaction equation
Cl.Cl.C([O:5][C:6]([C:8]1[NH:9][C:10]([C:23]2[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=2)=[C:11]([C:13]2[CH:14]=[C:15]3[C:19](=[CH:20][CH:21]=2)[C:18](=[O:22])[CH2:17][CH2:16]3)[N:12]=1)=[O:7])C.[OH-].[Na+]>C(O)C>[O:22]=[C:18]1[C:19]2[C:15](=[CH:14][C:13]([C:11]3[N:12]=[C:8]([C:6]([OH:7])=[O:5])[NH:9][C:10]=3[C:23]3[CH:28]=[CH:27][N:26]=[CH:25][CH:24]=3)=[CH:21][CH:20]=2)[CH2:16][CH2:17]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 69318184HCID 69318184, compound

Product 1

HCID 17953828HCID 17953828, compoundYield 91.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of the product of Step 6 (1.0 g, 2.4 mmol) in ethanol (10 ml) containing, 10% aqueous sodium hydroxide solution (10 ml) was heated at 50° C. overnight. On cooling, the solvent was removed in vacuo, the residue dissolved in water and the pH adjusted to 6 with glacial acetic acid and the solvent re-evaporated. The residue was suspended in water (50 ml) and the solid was collected, washed with water and dried over phosphorous pentoxide to give the crude title compound as an off-white solid (0.7 g); MS(AP−) m/e 318 [M−H]−.

Workup

  1. temperatureOn cooling
  2. customthe solvent was removed in vacuo
  3. dissolutionthe residue dissolved in water
  4. customthe solvent re-evaporated
  5. customthe solid was collected
  6. washwashed with water
  7. dry with materialdried over phosphorous pentoxide

Sources & evidence

ORD record
ord-3f53f3535dc04666a9c089f8377b239a
Source dataset
uspto-grants-2007_10
Patent number
US07282500B2

Reaction notes

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