Hydrochloric Acid → HCID 14882891, compound

HRID 359098Notes

Reaction equation

HRID 359098 reaction equation
[C:1]([N:4]([CH2:12][CH2:13][CH2:14][O:15][C:16]1[CH:25]=[CH:24][C:19]([C:20]([O:22]C)=[O:21])=[CH:18][CH:17]=1)[C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1)(=[O:3])[NH2:2].[OH-].[Na+].Cl>O1CCOCC1.O>[C:1]([N:4]([CH2:12][CH2:13][CH2:14][O:15][C:16]1[CH:25]=[CH:24][C:19]([C:20]([OH:22])=[O:21])=[CH:18][CH:17]=1)[C:5]1[CH:6]=[CH:7][C:8]([Cl:11])=[CH:9][CH:10]=1)(=[O:3])[NH2:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 14882890HCID 14882890, compound

Product 1

HCID 14882891HCID 14882891, compoundYield 88.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

Methyl 4-[3-[N-carbamoyl-N-(4-chlorophenyl)amino]propoxy]benzoate (1.5 g) was dissolved in dioxane (30 ml), and thereto was added a solution of sodium hydroxide (0.33 g) in water (6 ml), and the mixture was stirred at room temperature for 22 hours. The reaction mixture was neutralized with conc. hydrochloric acid (0.7 ml), and the mixrure was concentrated under reduced pressure. The residue was crushed in aqueous methanol, and collected by filtration to give the desired product (1.27 g). mp. 172°-174° C.

Workup

  1. concentrationthe mixrure was concentrated under reduced pressure
  2. customThe residue was crushed in aqueous methanol
  3. filtrationcollected by filtration

Sources & evidence

ORD record
ord-bed0c088a625427e955449e8daffecb4
Source dataset
uspto-grants-1991_03
Patent number
US04999378

Reaction notes

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