Methoxyacetyl chloride → HCID 14699292, compound

HRID 1165888Notes

Reaction equation

HRID 1165888 reaction equation
Cl.Cl.[NH2:3][C:4]1[CH:5]=[C:6]([CH:11]=[C:12]([NH2:14])[CH:13]=1)[C:7]([O:9][CH3:10])=[O:8].[CH3:15][O:16][CH2:17][C:18](Cl)=[O:19]>N1C=CC=CC=1>[CH3:15][O:16][CH2:17][C:18]([NH:3][C:4]1[CH:5]=[C:6]([CH:11]=[C:12]([NH:14][C:18](=[O:19])[CH2:17][O:16][CH3:15])[CH:13]=1)[C:7]([O:9][CH3:10])=[O:8])=[O:19]

Participants

4

Reactant 2

HCID 96623Methoxyacetyl chlorideHCID 19861189HCID 19861189, compound

Product 1

HCID 14699292HCID 14699292, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of methyl 3,5-diaminobenzoate dihydrochloride (7.2 g) in pyridine (100 ml) is added dropwise methoxyacetyl chloride (6.0 ml) at room temperature. The mixture is stirred at room temperature for 2 hours, and thereafter, pyridine is distilled off under reduced pressure. To the residue is added water and chloroform. The organic layer is separated and washed with water and then with aqueous saturated sodium chloride solution, dired over anhydrous sodium sulfate, and distilled under reduced pressure to remove the solvent. The resulting solid substance is recrystallized from ethanol to give the title compound (5.2 g) having the following physical properties.

Workup

  1. distillationpyridine is distilled off under reduced pressure
  2. additionTo the residue is added water and chloroform
  3. customThe organic layer is separated
  4. washwashed with water
  5. distillationdistilled under reduced pressure
  6. customto remove the solvent
  7. customThe resulting solid substance is recrystallized from ethanol

Sources & evidence

ORD record
ord-4b5d32d4f1bd45c192081614fcbb9564
Source dataset
uspto-grants-1990_03
Patent number
US04912135

Reaction notes

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