2,4,5-Trichloronitrobenzene → HCID 53714063, compound

HRID 978919Notes

Reaction equation

HRID 978919 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][NH2:5].[Cl:6][C:7]1[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[C:10](Cl)=[CH:9][C:8]=1Cl>O1CCOCC1>[Cl:6][C:7]1[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[C:10]([NH:5][CH2:4][CH2:3][O:2][CH3:1])=[CH:9][C:8]=1[NH:5][CH2:4][CH2:3][O:2][CH3:1]

Participants

4

Reactant 2

HCID 69832,4,5-TrichloronitrobenzeneHCID 80182-Methoxyethylamine

Product 1

HCID 53714063HCID 53714063, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

0.9 mole (67.6 g) of 2-methoxyethylamine is heated to reflux in 30 ml of dioxane. 0.15 mole (34 g) of 1,2,4-trichloro-5-nitrobenzene is added portionwise. Heating under reflux is carried out for 4 hours. After cooling, dilution with iced water and neutralization with concentrated hydrochloric acid, the expected product is filtered off. Recrystallized from 96° ethanol, it melts at 106° C.

Workup

  1. temperatureHeating
  2. temperatureunder reflux
  3. temperatureAfter cooling
  4. filtrationdilution with iced water and neutralization with concentrated hydrochloric acid, the expected product is filtered off
  5. customRecrystallized from 96° ethanol, it melts at 106° C.

Sources & evidence

ORD record
ord-63cb6cf8bfcb49ffaa2bc6b955aa06e1
Source dataset
uspto-grants-1987_05
Patent number
US04666453

Reaction notes

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