Methoxyacetyl chloride → HCID 14699294, compound

HRID 1165883Notes

Reaction equation

HRID 1165883 reaction equation
[Cl:1][C:2]1[C:10]([NH2:11])=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[CH:4][C:3]=1[NH2:12].[CH3:13][O:14][CH2:15][C:16](Cl)=[O:17]>N1C=CC=CC=1>[CH3:13][O:14][CH2:15][C:16]([NH:12][C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([NH:11][C:16](=[O:17])[CH2:15][O:14][CH3:13])[C:2]=1[Cl:1])[C:6]([NH2:8])=[O:7])=[O:17]

Participants

4

Reactant 2

HCID 96623Methoxyacetyl chlorideHCID 15008326HCID 15008326, compound

Product 1

HCID 14699294HCID 14699294, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 4-chloro-3,5-diaminobenzamide (2.8 g) in pyridine (40 ml) is added dropwise methoxyacetyl chloride (3.0 ml) at room temperature. The mixture is stirred at room temperature for 3 hours, 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 ethanolethyl acetate-hexane to give the title compound (4.0 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 ethanolethyl acetate-hexane

Sources & evidence

ORD record
ord-693c3aba9ac04914b72a913d6ec3e1e4
Source dataset
uspto-grants-1990_03
Patent number
US04912135

Reaction notes

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