Sodium Hydroxide → HCID 9817722, compound

HRID 1417197Notes

Reaction equation

HRID 1417197 reaction equation
[OH-].[Na+].[NH2:3][C:4]1[N:5]=[C:6]([NH2:25])[C:7]2[C:12]([CH2:13][CH2:14][C:15]3[CH:24]=[CH:23][C:18]([C:19]([O:21]C)=[O:20])=[CH:17][CH:16]=3)=[CH:11][O:10][C:8]=2[N:9]=1>CO.CS(C)=O>[NH2:3][C:4]1[N:5]=[C:6]([NH2:25])[C:7]2[C:12]([CH2:13][CH2:14][C:15]3[CH:24]=[CH:23][C:18]([C:19]([OH:21])=[O:20])=[CH:17][CH:16]=3)=[CH:11][O:10][C:8]=2[N:9]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 9904859HCID 9904859, compound

Product 1

HCID 9817722HCID 9817722, compoundYield 80.5%

Reagents, catalysts & solvents 1

HCID 22036561Dimethyl sulfoxide methanolSolvent

Procedure

About 1.5 ml of 1N sodium hydroxide was added to a solution containing about 0.065 g of Compound 28 in about 10 ml of a mixture of 2:1 methanol/DMSO. The mixture was stirred at room temperature for 18 hours and evaporated to dryness under reduced pressure (oil pump). The residue was dissolved in about 5 ml water and 1N HCl was added dropwise to bring the pH of the solution to 5.5. The suspension was cooled to 5° C. for about 12 hours and filtered. The residue was washed sequentially with water, acetone and ether and dried to yield about 0.05 g of Compound 30.

Workup

  1. customevaporated to dryness under reduced pressure (oil pump)
  2. dissolutionThe residue was dissolved in about 5 ml water
  3. addition1N HCl was added dropwise
  4. temperatureThe suspension was cooled to 5° C. for about 12 hours
  5. filtrationfiltered
  6. washThe residue was washed sequentially with water, acetone and ether
  7. customdried

Sources & evidence

ORD record
ord-5ef4b34b9265499eb41d075f5568cd92
Source dataset
uspto-grants-1999_03
Patent number
US05877178

Reaction notes

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