Hydrochloric Acid → HCID 14882893, compound

HRID 359100Notes

Reaction equation

HRID 359100 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([CH2:11][CH2:12][C:13]([N:15]([CH2:23][CH2:24][CH2:25][O:26][C:27]2[CH:36]=[CH:35][C:30]([C:31]([O:33]C)=[O:32])=[CH:29][CH:28]=2)[C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)=[O:14])=[O:10])=[CH:4][CH:3]=1.[OH-].[Na+].Cl>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([CH2:11][CH2:12][C:13]([N:15]([CH2:23][CH2:24][CH2:25][O:26][C:27]2[CH:36]=[CH:35][C:30]([C:31]([OH:33])=[O:32])=[CH:29][CH:28]=2)[C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)=[O:14])=[O:10])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 14882892HCID 14882892, compound

Product 1

HCID 14882893HCID 14882893, compoundYield 71.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

Methyl 4-[3-[N-[3-(4-chlorophenylcarbamoyl)propionyl]-N-(4-chlorophenyl)amino]propoxy]benzoate (1.50 g) was dissolved in methanol (20 ml), and thereto was added 1N aqueous sodium hyroxide solution (4.83 ml), and the mixture was heated with stirring at 60° C. for 42 hours. After the reaction mixture was cooled, a neutralizing amount of conc. hydrochloric acid was added thereto, and the mixture was concentrated under reduced pressure. The resultant was suspended in 10 % aqueous methanol, and collected by filtration to give the desired product (1.04 g). mp. 197°-201° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureAfter the reaction mixture was cooled
  3. concentrationthe mixture was concentrated under reduced pressure
  4. filtrationcollected by filtration

Sources & evidence

ORD record
ord-38ea42aece434406a880a86e1b525424
Source dataset
uspto-grants-1991_03
Patent number
US04999378

Reaction notes

Loading…