Acetic Acid → HCID 13066647, compound

HRID 1606635Notes

Reaction equation

HRID 1606635 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]=[CH:18][C:17]([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:16][C:11]=1[C:12]([O:14][CH3:15])=[O:13])=[O:8])(=O)C.C(=O)([O-])[O-].[Na+].[Na+].C(O)(=O)C>CO.O>[C:7]([NH:9][C:10]1[CH:19]=[CH:18][C:17]([NH:20][C:21](=[O:32])[C:22]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[OH:28])=[CH:16][C:11]=1[C:12]([O:14][CH3:15])=[O:13])(=[O:8])[C:6]1[C:5](=[CH:36][CH:35]=[CH:34][CH:33]=1)[OH:4]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 10340Sodium CarbonateHCID 13066645HCID 13066645, compound

Product 1

HCID 13066647HCID 13066647, compoundYield 86.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

In 150 ml methanol was dissolved 5.3 g of methyl 2,5-bis(2'-acetoxybenzamido)-benzoate obtained in Example 3. To the solution was added 2.5 g of sodium carbonate dissolved in 40 ml of water and then the mixture was stirred at room temperature for 30 minutes. The mixture was poured into 500 ml of water containing 10 ml of acetic acid to precipitate crystals. The crystals were recovered by filtration, washed with water, dried and recrystallized from ethyl acetate to yield 3.8 g of methyl 2,5-bis(salicylamido)-benzoate having a melting point between 243° - 244°C.

Workup

  1. customto precipitate crystals
  2. filtrationThe crystals were recovered by filtration
  3. washwashed with water
  4. customdried
  5. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-a47513806b9f477b85e94148d2e689d5
Source dataset
uspto-grants-1976_04
Patent number
US03953496

Reaction notes

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