Hydrochloric Acid → HCID 58978239, compound

HRID 1180107Notes

Reaction equation

HRID 1180107 reaction equation
[CH3:1][N:2]1[C:6](=[O:7])[CH2:5][N:4]([CH2:8][C:9]2[CH:18]=[CH:17][C:12]([C:13]([O:15]C)=[O:14])=[CH:11][CH:10]=2)[C:3]1=[O:19].Cl>CO>[CH3:1][N:2]1[C:6](=[O:7])[CH2:5][N:4]([CH2:8][C:9]2[CH:18]=[CH:17][C:12]([C:13]([OH:15])=[O:14])=[CH:11][CH:10]=2)[C:3]1=[O:19]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58978233HCID 58978233, compound

Product 1

HCID 58978239HCID 58978239, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To the solution of Example G (900 mg, 3.44 mmol) in MeOH (30 mL) was added conc. HCl (10 mL). The resulting solution was heated to reflux for 1 h, quenched with saturated Na2CO3 (100 mL), and extracted with CH2Cl2 (100 mL). After separation, the organic layer was washed with brine, dried (Na2SO4), and concentrated in vacuo to yield 4-((3-methyl-2,4-dioxoimidazolidin-1-yl)methyl)benzoic acid as a yellow solid. The crude product was used without further purification.

Workup

  1. temperatureThe resulting solution was heated
  2. temperatureto reflux for 1 h
  3. customquenched with saturated Na2CO3 (100 mL)
  4. extractionextracted with CH2Cl2 (100 mL)
  5. customAfter separation
  6. washthe organic layer was washed with brine
  7. dry with materialdried (Na2SO4)
  8. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-da25c6971e874f5caef18de26f5e9021
Source dataset
uspto-grants-2007_10
Patent number
US07279576B2

Reaction notes

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