Sodium Hydroxide → HCID 10513050, compound

HRID 1455889Notes

Reaction equation

HRID 1455889 reaction equation
[OH-].[Na+].[NH:3]([C:7]1[CH:8]=[CH:9][C:10]2[O:14][C:13]([C:15]([O:17]C)=[O:16])=[CH:12][C:11]=2[CH:19]=1)[C:4]([CH3:6])=[O:5]>CO>[NH:3]([C:7]1[CH:8]=[CH:9][C:10]2[O:14][C:13]([C:15]([OH:17])=[O:16])=[CH:12][C:11]=2[CH:19]=1)[C:4]([CH3:6])=[O:5]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 10823521HCID 10823521, compound

Product 1

HCID 10513050HCID 10513050, compoundYield 81.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3N NaOH (2 mL) was added to a solution of 9 (302 mg, 1.3 mmol) in methanol (20 mL) and the reaction mixture was stirred for 48 h at room temperature. Solvent was evaporated and water (20 mL) was added. The solution was neutralized to pH 2 using 20% HCl and the precipitate was filtered and washed with water. 10 was obtained as a grey powder (231 mg, 81% yield), mp: >300° C. 1 H NMR (DMSO-d6, ppm): 13.30 (s, 1 H, COOH), 10.01 (s, 1 H, NH), 8.16-8.15 (d, 1 H, J=1.9 Hz, Ar--H), 7.65-7.60 (m, 2 H, Ar--H), 7.53-7.50 (dd, 2 H, J=1.6, 8.4 Hz, Ar--H), 2.07 (s, 3 H, CH3CO), Anal. (C11H9NO4 0.3H2O), C, H, N.

Workup

  1. customSolvent was evaporated
  2. additionwater (20 mL) was added
  3. filtrationthe precipitate was filtered
  4. washwashed with water

Sources & evidence

ORD record
ord-3c78b04be9f244c295531fe73386a964
Source dataset
uspto-grants-1998_12
Patent number
US05843937

Reaction notes

Loading…