Acetamide → HCID 14391125, compound

HRID 1383131Notes

Reaction equation

HRID 1383131 reaction equation
Cl.C([O:4][C:5](=[O:34])[CH:6]([C:28]1[N:29]=[C:30]([NH2:33])[S:31][CH:32]=1)[NH:7][C:8](=[O:27])[NH:9][NH:10][C:11](=[O:26])[C:12]1[CH:17]=[CH:16][C:15]([O:18]C(=O)C)=[C:14]([O:22]C(=O)C)[CH:13]=1)C.C(N)(=O)C.Cl>[OH-].[Na+]>[NH2:33][C:30]1[S:31][CH:32]=[C:28]([CH:6]([NH:7][C:8](=[O:27])[NH:9][NH:10][C:11](=[O:26])[C:12]2[CH:17]=[CH:16][C:15]([OH:18])=[C:14]([OH:22])[CH:13]=2)[C:5]([OH:34])=[O:4])[N:29]=1

Participants

5

Reactant 3

HCID 178AcetamideHCID 313Hydrochloric AcidHCID 88493736HCID 88493736, compound

Product 1

HCID 14391125HCID 14391125, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

In 37 ml of 1N aqueous sodium hydroxide solution was dispersed 6.02 g of crystals of 2-(2-amino-1,3-thiazol-4-yl)-2-[3-(3,4-diacetoxybenzoyl)carbazoylamino]acetic acid ethyl ester.hydrochloride containing acetamide according to Reference example 61, and the mixture was stirred at room temperature for 1.5 hours. During stirring, crystals were dissolved completely. To this mixture was added 2N hydrochloric acid while stirring, and pH of the mixture was adjusted to 3.5. After further stirring for 10 minutes, precipitated crystals were collected by filtration, and the residue was washed well with water and vacuum dried over phosphorus pentoxide to obtain 1.36 g (Yield: 50.2%) of pale yellow crystals of the title compound.

Workup

  1. stirringDuring stirring
  2. dissolutioncrystals were dissolved completely
  3. stirringwhile stirring
  4. stirringAfter further stirring for 10 minutes
  5. customprecipitated crystals
  6. filtrationwere collected by filtration
  7. washthe residue was washed well with water and vacuum
  8. dry with materialdried over phosphorus pentoxide

Sources & evidence

ORD record
ord-e2b4464578e14dbea12167501025e5bd
Source dataset
uspto-grants-1989_02
Patent number
US04808711

Reaction notes

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