Sodium Hydroxide → HCID 62230854, compound

HRID 1292707Notes

Reaction equation

HRID 1292707 reaction equation
[OH-].[Na+].C[O:4][C:5](=[O:23])[C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]2[CH:22]=[CH:21][CH:20]=[C:19]3[C:14]=2[CH:15]=[CH:16][CH:17]=[N:18]3)=[CH:8][CH:7]=1>O.O1CCCC1.CO>[N:18]1[C:19]2[C:14](=[C:13]([NH:12][C:9]3[CH:10]=[CH:11][C:6]([C:5]([OH:23])=[O:4])=[CH:7][CH:8]=3)[CH:22]=[CH:21][CH:20]=2)[CH:15]=[CH:16][CH:17]=1

Participants

6

Reactant 2

HCID 14798Sodium HydroxideHCID 69421686HCID 69421686, compound

Product 1

HCID 62230854HCID 62230854, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

A solution of sodium hydroxide (7 g, 0.18 mol) in water (100 ml) was added to a solution of the product from stage (a) in a mixture of tetrahydrofuran (100 ml) and methanol (350 ml). The reaction mixture was stirred at 50° C. for 3 h before the solvent was removed under reduced pressure. The resultant residue was purified by dissolving in water (1000 ml) adjusted to pH10 with 2M NaOH and precipitating the crude product by acidification to pH3 with 2N HCl. The precipitate so formed was collected by filtration and washed with water (250 ml). This purification procedure was repeated a further two times before the product was dried to give 12.3 g of an orange powder.

Workup

  1. customwas removed under reduced pressure
  2. customThe resultant residue was purified
  3. dissolutionby dissolving in water (1000 ml)
  4. customprecipitating the crude product by acidification to pH3 with 2N HCl
  5. customThe precipitate so formed
  6. filtrationwas collected by filtration
  7. washwashed with water (250 ml)
  8. customThis purification procedure
  9. customwas dried

Sources & evidence

ORD record
ord-02e64fcc1c34429789c49e94ff5532f7
Source dataset
uspto-grants-2007_07
Patent number
US07238228B2

Reaction notes

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