Sodium Hydroxide → HCID 10889933, compound

HRID 1978195Notes

Reaction equation

HRID 1978195 reaction equation
C[O:2][C:3](=[O:17])[C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:14]=[CH:13][N:12]([CH3:15])[N:11]=2)=[CH:6][C:5]=1[Cl:16].[OH-].[Na+]>CO>[Cl:16][C:5]1[CH:6]=[C:7]([C:10]2[CH:14]=[CH:13][N:12]([CH3:15])[N:11]=2)[CH:8]=[CH:9][C:4]=1[C:3]([OH:17])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium Hydroxide2×HCID 54018739HCID 54018739, compound

Product 1

HCID 10889933HCID 10889933, compoundYield 92.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2-chloro-4-(1-methyl-1H-pyrazol-3-yl)-benzoic acid methyl ester of Step D (2.9 g, 11.6 mmol) in 20 mL of methanol containing 5 mL of 2.5 N sodium hydroxide was stirred at ambient temperature overnight. An additional 2.0 mL of 2.5 N sodium hydroxide were added and the solution was gently heated for 30 minutes. The reaction mixture was concentrated in vacuo, diluted with water, and acidified with 2N hydrochloric acid. The precipitate was collected and thoroughly dried to give 2.55 g of the title compound.

Workup

  1. temperaturethe solution was gently heated for 30 minutes
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. additiondiluted with water
  4. customThe precipitate was collected
  5. customthoroughly dried

Sources & evidence

ORD record
ord-132d3f8005a84c258297f6f33450b133
Source dataset
uspto-grants-2001_05
Patent number
US06235900B1

Reaction notes

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