Sodium Hydroxide → HCID 59681819, compound

HRID 1394223Notes

Reaction equation

HRID 1394223 reaction equation
[NH2:1][C:2]1[C:3]([C:7]2[N:8]([CH2:22][CH3:23])[C:9]3[C:14]([Br:15])=[CH:13][N:12]=[C:11]([CH2:16][O:17]C(=O)C)[C:10]=3[N:21]=2)=[N:4][O:5][N:6]=1.[OH-].[Na+]>CO.O>[NH2:1][C:2]1[C:3]([C:7]2[N:8]([CH2:22][CH3:23])[C:9]3[C:14]([Br:15])=[CH:13][N:12]=[C:11]([CH2:16][OH:17])[C:10]=3[N:21]=2)=[N:4][O:5][N:6]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 69158171HCID 69158171, compound

Product 1

HCID 59681819HCID 59681819, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a suspension of the product of step 2 (312 mg, 0.74 mmol) in methanol (10 ml) was added a 2M aqueous solution of sodium hydroxide (1.1 ml, 2.21 mmol) and the reaction heated at reflux for 1 hour. The reaction was then diluted with water (20 ml) and aged at room temperature for 2 hours. The resulting precipitate was collected, washed with water and dried in vacuo at 45° C. for 16 hours to afford the title compound (220 mg, 88%); MS (ES+), m/e 339/341 [M+H]+.

Workup

  1. temperaturethe reaction heated
  2. temperatureat reflux for 1 hour
  3. customThe resulting precipitate was collected
  4. washwashed with water
  5. customdried in vacuo at 45° C. for 16 hours

Sources & evidence

ORD record
ord-286eef0fcc134245b219c87c71dca102
Source dataset
uspto-grants-2008_03
Patent number
US07348339B2

Reaction notes

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