Sodium Hydroxide → HCID 9875505, compound

HRID 380244Notes

Reaction equation

HRID 380244 reaction equation
[C:1]1([C:53]2[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=2)[CH:6]=[CH:5][C:4]([CH2:7][O:8][C:9]2[C:38]([O:39][CH2:40][C:41]3[CH:46]=[CH:45][C:44]([C:47]4[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=4)=[CH:43][CH:42]=3)=[CH:37][C:12]3[S:13][C:14](/[CH:24]=[C:25](\[C:31]4[CH:36]=[CH:35][N:34]=[CH:33][CH:32]=4)/[C:26]([O:28]CC)=[O:27])=[C:15]([O:16][C:17]4[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=4)[C:11]=3[CH:10]=2)=[CH:3][CH:2]=1.[OH-].[Na+]>C(O)C>[C:1]1([C:53]2[CH:54]=[CH:55][CH:56]=[CH:57][CH:58]=2)[CH:2]=[CH:3][C:4]([CH2:7][O:8][C:9]2[C:38]([O:39][CH2:40][C:41]3[CH:46]=[CH:45][C:44]([C:47]4[CH:48]=[CH:49][CH:50]=[CH:51][CH:52]=4)=[CH:43][CH:42]=3)=[CH:37][C:12]3[S:13][C:14](/[CH:24]=[C:25](\[C:31]4[CH:36]=[CH:35][N:34]=[CH:33][CH:32]=4)/[C:26]([OH:28])=[O:27])=[C:15]([O:16][C:17]4[CH:18]=[CH:19][C:20]([Cl:23])=[CH:21][CH:22]=4)[C:11]=3[CH:10]=2)=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 9875683HCID 9875683, compound

Product 1

HCID 9875505HCID 9875505, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution containing 1.5 mmol of the product of Example 1, 3 ml of an aqueous 1N sodium hydroxide solution and 30 ml of ethanol is refluxed for 12 hours. After returning to ambient temperature, the reaction mixture is concentrated under reduced pressure and the residue is then diluted with water and subsequently taken up in ethyl ether. The organic phase is then acidified by the addition of 6 ml of 1N HCl solution. A precipitate forms, which is filtered off, rinsed with water and then dried under reduced pressure, allowing the expected compound to be obtained.

Workup

  1. temperatureis refluxed for 12 hours
  2. customAfter returning to ambient temperature
  3. concentrationthe reaction mixture is concentrated under reduced pressure
  4. additionthe residue is then diluted with water
  5. additionThe organic phase is then acidified by the addition of 6 ml of 1N HCl solution
  6. filtrationA precipitate forms, which is filtered off
  7. washrinsed with water
  8. customdried under reduced pressure
  9. customto be obtained

Sources & evidence

ORD record
ord-d778fc32b09c4ca095c0e66ce76b8895
Source dataset
uspto-grants-2001_10
Patent number
US06302837B1

Reaction notes

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