Sodium Hydroxide → HCID 178507499, compound

HRID 1642334Notes

Reaction equation

HRID 1642334 reaction equation
C([O:4][C:5]([C:7]1[O:14][C:13]2[C:12]([NH:15][C:16](=[O:26])[C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[N+:23]([O-])=O)=[N:11][N:10](C(OCC)=O)[C:9]=2[CH:8]=1)=[O:6])CC.[OH-].[Na+]>CO>[NH2:23][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[C:16]([NH:15][C:12]1[NH:11][N:10]=[C:9]2[CH:8]=[C:7]([C:5]([OH:6])=[O:4])[O:14][C:13]=12)=[O:26]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 578786493-(2-Nitro-benzoylamino)-furo[3,2-c]pyrazole-1,5-dicarboxylic acid 1-ethyl ester 5-propyl ester

Product 1

HCID 178507499HCID 178507499, compoundYield 129%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3-(2-Nitro-benzoylamino)-furo[3,2-c]pyrazole-1,5-dicarboxylic acid 1-ethyl ester 5-propyl ester (7.6 g, 0.0176 mol) in methanol (100 mL), NaOH 2N (44.1 mL, 0.0882 mmol) was added. The mixture was gently refluxed for 8 hours, then the solvent was evaporated under vacuum, and the residual aqueous solution was diluted with water and ice. Hydrochloric acid (12 N) was added until pH 2. The yellowish solid that precipitated was collected, washed with water and dried under vacuum at 60° C. 6.5 g of the title compound was so obtained.

Workup

  1. temperatureThe mixture was gently refluxed for 8 hours
  2. customthe solvent was evaporated under vacuum
  3. additionthe residual aqueous solution was diluted with water and ice
  4. additionHydrochloric acid (12 N) was added until pH 2
  5. customThe yellowish solid that precipitated was collected
  6. washwashed with water
  7. customdried under vacuum at 60° C

Sources & evidence

ORD record
ord-4643ff21cfc143c085204e3c795e16b7
Source dataset
uspto-grants-2012_02
Patent number
US08119641B2

Reaction notes

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