1-Chloro-2-nitrobenzene → HCID 13144087, compound

HRID 1421207Notes

Reaction equation

HRID 1421207 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1Cl)([O-:3])=[O:2].[CH2:11]([NH2:19])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].C(OCC)(=O)C>[Cl-].[Na+].O>[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:19][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 69451-Chloro-2-nitrobenzeneHCID 8143OctylamineHCID 8857Ethyl Acetate

Product 1

HCID 13144087HCID 13144087, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 57417360Sodium chloride; waterSolvent

Conditions

Temperature
150 °C

Procedure

157.6 g (1 mol) of 2-nitrochlorobenzene and 280 g (2.2 mol) of octylamine were mixed. The reaction mixture was heated to a temperature of 150° C. for 3 hours to undergo reaction, and then allowed to stand overnight. To the reaction solution was then added a mixture of ethyl acetate and saturated brine. The reaction solution was then subjected to separation. The organic phase thus extracted was dried and concentrated to obtain 235 g (0.93 mol) of the desired aniline derivative (yield: 93%).

Workup

  1. customreaction
  2. additionTo the reaction solution was then added
  3. customThe reaction solution was then subjected to separation
  4. extractionThe organic phase thus extracted
  5. customwas dried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-e6b42e69613c43d2b0e63dd813e43517
Source dataset
uspto-grants-2000_06
Patent number
US06074813

Reaction notes

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