Hydrochloric Acid → HCID 14980494, compound

HRID 2392667Notes

Reaction equation

HRID 2392667 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:4]=1[NH:5][CH3:6].C(N(CC)CC)C.[Cl:21][CH2:22][C:23](Cl)=[O:24].Cl>C(Cl)(Cl)Cl>[Cl:21][CH2:22][C:23]([N:5]([CH3:6])[C:4]1[CH:7]=[C:8]([N+:11]([O-:13])=[O:12])[CH:9]=[CH:10][C:3]=1[O:2][CH3:1])=[O:24]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 2646152-methoxy-n-methyl-5-nitroaniline

Product 1

HCID 14980494HCID 14980494, compoundYield 105.5%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

2-Methoxy-N-methyl-5-nitroaniline (D85) (0.68 g, 3.7 mmole) and triethylamine (0.68 ml, 4.9 mmole) were stirred in chloroform (10 ml) as chloroacetyl chloride (0.39 ml, 4.9 mmole) was added. The solution was stirred for 30 min, acidified with 2M HCl, and separated. The organic portion was dried (Na2SO4) and evaporated in vacuo to give the crude title compound as a black solid (1.01 g, quantitative).

Workup

  1. additionwas added
  2. customseparated
  3. dry with materialThe organic portion was dried (Na2SO4)
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-8b6ae3d778304869a8d83d69e4a87ba4
Source dataset
uspto-grants-1998_09
Patent number
US05801170

Reaction notes

Loading…