Sodium Hydroxide → 2,4-Bis(2-hydroxybenzamido)benzoic acid

HRID 1606639Notes

Reaction equation

HRID 1606639 reaction equation
C([O:4][C:5]1[CH:36]=[CH:35][CH:34]=[CH:33][C:6]=1[C:7]([NH:9][C:10]1[CH:19]=[C:18]([NH:20][C:21](=[O:32])[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[O:28]C(=O)C)[CH:17]=[CH:16][C:11]=1[C:12]([O:14]C)=[O:13])=[O:8])(=O)C.[OH-].[Na+]>>[C:7]([NH:9][C:10]1[CH:19]=[C:18]([NH:20][C:21](=[O:32])[C:22]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[OH:28])[CH:17]=[CH:16][C:11]=1[C:12]([OH:14])=[O:13])(=[O:8])[C:6]1[C:5](=[CH:36][CH:35]=[CH:34][CH:33]=1)[OH:4]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 13066646HCID 13066646, compound

Product 1

HCID 1913142,4-Bis(2-hydroxybenzamido)benzoic acidYield 85%

Procedure

By the procedure similar to that described in Example 5, methyl 2,4-bis(2'-acetoxybenzamido)-benzoate obtained in Example 6 was hydrolized with the aid of sodium hydroxide. Recrystallization of the hydrolized product from a mixture of dioxane and water gave 2,4-bis(salicylamido)-benzoic acid having a melting point between 250° - 252°C (decomposition). (Yield; 85%)

Workup

  1. customRecrystallization of the hydrolized product
  2. additionfrom a mixture of dioxane and water

Sources & evidence

ORD record
ord-3f8b3b60fef3453497e01aa0e2ce9ffa
Source dataset
uspto-grants-1976_04
Patent number
US03953496

Reaction notes

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