Sodium Hydroxide → HCID 67849911, compound

HRID 1742072Notes

Reaction equation

HRID 1742072 reaction equation
C([N:4](C(=O)C)[C:5]1[N:9]([C:10](=[N:24]OS(C2C=CC(C)=CC=2)(=O)=O)[CH2:11][CH2:12][N:13]2[C:17](=[O:18])[C:16]3=[CH:19][CH:20]=[CH:21][CH:22]=[C:15]3[C:14]2=[O:23])[N:8]=[C:7]([CH3:36])[C:6]=1[Cl:37])(=O)C.[OH-:41].[Na+]>CO>[C:14]([C:15]1[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=1[C:17]([NH:13][CH2:12][CH2:11][CH:10]1[N:24]=[N:4][C:5]2=[C:6]([Cl:37])[C:7]([CH3:36])=[N:8][N:9]12)=[O:18])([OH:41])=[O:23]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54093360HCID 54093360, compound

Product 1

HCID 67849911HCID 67849911, compoundYield 49%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

380 mg (0.65 mmol) of 5-bisacetylamino-4-chloro-3-methyl-1-(3-phthalimido-O-tosyl-propanehydroximoyl)pyrazole, mixed with 15 ml methanol and 15 ml of 2N sodium hydroxide solution, are heated under reflux for 10 minutes. The solution is then filtered, neutralised and freed of methanol under vacuum. The crystals which precipitate from the aqueous solution are separated off and washed with water. They may be recrystallised from a 1:1 water/ethanol mixture. 110 mg (49%) of 3-[2-[2-carboxy-benzamido)ethyl]-7-chloro-6-methyl-pyrazolo[5,1-c][1,2,4]triazole with a m. pt. of 162°-166° C. are obtained.

Workup

  1. temperatureare heated
  2. temperatureunder reflux for 10 minutes
  3. filtrationThe solution is then filtered
  4. customThe crystals which precipitate from the aqueous solution
  5. customare separated off
  6. washwashed with water
  7. customThey may be recrystallised from a 1:1 water/ethanol mixture

Sources & evidence

ORD record
ord-526421d4fab84817b4cd798c1d3abb92
Source dataset
uspto-grants-1994_08
Patent number
US05336780

Reaction notes

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