Methoxyacetyl chloride → HCID 14699290, compound

HRID 1165886Notes

Reaction equation

HRID 1165886 reaction equation
Cl.Cl.[Cl:3][C:4]1[C:13]([NH2:14])=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][C:5]=1[NH2:15].[CH3:16][O:17][CH2:18][C:19](Cl)=[O:20]>N1C=CC=CC=1>[CH3:16][O:17][CH2:18][C:19]([NH:14][C:13]1[CH:12]=[C:7]([CH:6]=[C:5]([NH:15][C:19](=[O:20])[CH2:18][O:17][CH3:16])[C:4]=1[Cl:3])[C:8]([O:10][CH3:11])=[O:9])=[O:20]

Participants

4

Reactant 2

HCID 96623Methoxyacetyl chlorideHCID 19861190HCID 19861190, compound

Product 1

HCID 14699290HCID 14699290, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of methyl 4-chloro-3,5-diaminobenzoate dihydrochloride (1.1 g) in pyridine (20 ml) is added dropwise methoxyacetyl chloride (0.8 ml) at room temperature. The mixture is stirred at room temperature for 1.5 hour, and thereafter, pyridine is distilled off under reduced pressure. To the residue is added water, and the resulting solid substance is separated by filtration and washed with water. The resulting crude crystals are recrystallized from ethanol to give the title compound (1.1 g) having the following physical properties.

Workup

  1. distillationpyridine is distilled off under reduced pressure
  2. additionTo the residue is added water
  3. customthe resulting solid substance is separated by filtration
  4. washwashed with water
  5. customThe resulting crude crystals are recrystallized from ethanol

Sources & evidence

ORD record
ord-9e1825b7c8b447419edacd3526033ad8
Source dataset
uspto-grants-1990_03
Patent number
US04912135

Reaction notes

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