Sodium Hydroxide → HCID 44210622, compound

HRID 2259599Notes

Reaction equation

HRID 2259599 reaction equation
[CH2:1]([C:5]1[N:10]=[C:9]([Cl:11])[C:8]([CH2:12][C:13]([O:15]CC)=[O:14])=[C:7]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[C:31]([O:33]C)=[O:32])=[CH:21][CH:20]=2)[N:6]=1)[CH2:2][CH2:3][CH3:4].[OH-].[Na+]>O1CCOCC1>[CH2:1]([C:5]1[N:6]=[C:7]([CH2:18][C:19]2[CH:20]=[CH:21][C:22]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[C:31]([OH:33])=[O:32])=[CH:23][CH:24]=2)[C:8]([CH2:12][C:13]([OH:15])=[O:14])=[C:9]([Cl:11])[N:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86749147HCID 86749147, compound

Product 1

HCID 44210622HCID 44210622, compoundYield 95.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

175 mg of the product of Example 7 were introduced into 1.75 ml of dioxane and 1.6 ml of N sodium hydroxide and after stirring at ambient temperature for 3 days, followed by dilution with 10 ml of water, neutralization with 1.6 ml of 1N hydrochloric acid, extraction 5 times with 10 ml of methylene chloride and evaporation to dryness under reduced pressure, the residue was taken up in 2 ml of hexane, stirred for 1 hour and separated to obtain 152 mg of the expected product melting at approx 100°-110° C.

Workup

  1. extractionfollowed by dilution with 10 ml of water, neutralization with 1.6 ml of 1N hydrochloric acid, extraction 5 times with 10 ml of methylene chloride and evaporation to dryness under reduced pressure
  2. stirringstirred for 1 hour
  3. customseparated

Sources & evidence

ORD record
ord-c9c98889265142009ae113ddb95d6a2d
Source dataset
uspto-grants-1995_12
Patent number
US05474996

Reaction notes

Loading…