1-Chloro-2-nitrobenzene → HCID 22013766, compound

HRID 1532679Notes

Reaction equation

HRID 1532679 reaction equation
[CH2:1]([NH2:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].Cl[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[N+:27]([O-:29])=[O:28]>CCCCCC>[N+:27]([C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=1[NH:19][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])([O-:29])=[O:28]

Participants

4

Reactant 2

HCID 69451-Chloro-2-nitrobenzeneHCID 15793Octadecylamine

Product 1

HCID 22013766HCID 22013766, compoundYield 97.8%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Conditions

Temperature
125 °C

Procedure

Octadecylamine (11.858 g) was added to 2-chloronitrobenzene (3.151 g) and the mixture was stirred for 17.5 hours at 125° C. After n-hexane was added to the reaction mixture, solid materials were crushed well and removed out by filtration. The filtrate was concentrated and the residue (9.13 g) was purified by silica gel column chromatography (silica gel 90 g, n-hexane:ethyl acetate=50:1), thereby yielding the entitled compound (7.642 g) as yellow solid.

Workup

  1. customwere crushed well
  2. customremoved out by filtration
  3. concentrationThe filtrate was concentrated
  4. customthe residue (9.13 g) was purified by silica gel column chromatography (silica gel 90 g, n-hexane:ethyl acetate=50:1)

Sources & evidence

ORD record
ord-0820964f206642a5b96375eb26ead9fc
Source dataset
uspto-grants-2001_03
Patent number
US06204264B1

Reaction notes

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