Acetic Acid → HCID 20183841, compound

HRID 255657Notes

Reaction equation

HRID 255657 reaction equation
[CH3:1][N:2]([CH3:32])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]([C:22]3[CH:27]=[CH:26][C:25]([O:28][CH2:29][O:30][CH3:31])=[CH:24][CH:23]=3)[CH:11]=[C:12]([C:19](=[O:21])[CH:20]=2)[C:13]([O:15]COC)=[O:14])=[CH:5][CH:4]=1.C(=O)([O-])[O-].[Na+].[Na+].C(O)(=O)C>C(O)C>[CH3:1][N:2]([CH3:32])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]([C:22]3[CH:23]=[CH:24][C:25]([O:28][CH2:29][O:30][CH3:31])=[CH:26][CH:27]=3)[CH:11]=[C:12]([C:19](=[O:21])[CH:20]=2)[C:13]([OH:15])=[O:14])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 10340Sodium CarbonateHCID 14010791HCID 14010791, compound

Product 1

HCID 20183841HCID 20183841, compoundYield 83.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 1 ml of ethanol was dissolved 0.08 g of methoxymethyl 6-(4-dimethylaminophenyl)-1-(4-methoxymethyloxyphenyl)-4-oxo-1,4-dihydronicotinate at room temperature, and 1 ml of a 10% by weight aqueous sodium carbonate solution was added to the resulting solution. The resulting mixture was subjected to reaction at the same temperature for 1 hour. After completion of the reaction, the reaction mixture was adjusted to a pH of 6.0 with acetic acid, and the precipitated crystals were collected by filtration, washed with 5 ml of water, and dried to obtain 0.06 g of 6-(4-dimethylaminophenyl)-1-(4-methoxymethyloxyphenyl)-4-oxo-1,4-dihydronicotinic acid having a melting point of 150°-152° C.

Workup

  1. customThe resulting mixture was subjected to reaction at the same temperature for 1 hour
  2. customAfter completion of the reaction
  3. filtrationthe precipitated crystals were collected by filtration
  4. washwashed with 5 ml of water
  5. customdried

Sources & evidence

ORD record
ord-482d8e8ddc344ea5814c4bab08c56aa7
Source dataset
uspto-grants-1987_10
Patent number
US04698352

Reaction notes

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