HCID 22911641, compound → HCID 17381182, compound

HRID 1378429Notes

Reaction equation

HRID 1378429 reaction equation
[CH3:1][S:2]([N:5](S(C)(=O)=O)[C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][N:7]=1)(=[O:4])=[O:3]>CO.[OH-].[Na+]>[CH3:1][S:2]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][N:7]=1)(=[O:3])=[O:4]

Participants

4

Reactant 1

HCID 22911641HCID 22911641, compound

Product 1

HCID 17381182HCID 17381182, compoundYield 66.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A stirred suspension of the product from Step 1 (2.43 g, 8.22 mmol) in MeOH (100 ml) was treated dropwise with 9.2 ml of IN NaOH and kept at 24° C. for 45 minutes. It was then filtered and the filtrate was concentrated to remove methanol. A solution of the residue in water (75 ml) was acidified (PH 2) with IN Hcl (8 ml). The precipitate was collected by filtration, washed with water, dried and recrystallized from MeOH to give 1.19 g of the titled product, mp 217°-219.5° C.

Workup

  1. filtrationIt was then filtered
  2. concentrationthe filtrate was concentrated
  3. customto remove methanol
  4. filtrationThe precipitate was collected by filtration
  5. washwashed with water
  6. customdried
  7. customrecrystallized from MeOH

Sources & evidence

ORD record
ord-03c36ac26a48469dbb5748d78c2cc91d
Source dataset
uspto-grants-1997_09
Patent number
US05668157

Reaction notes

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