Potassium Carbonate → 4-(2-Phenoxyethoxy)-2-nitroaniline

HRID 616142Notes

Reaction equation

HRID 616142 reaction equation
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][C:6]=1[N+:12]([O-:14])=[O:13])(=O)C.Br[CH2:16][CH2:17][O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(=O)([O-])[O-].[K+].[K+]>>[N+:12]([C:6]1[CH:7]=[C:8]([O:11][CH2:16][CH2:17][O:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:9]=[CH:10][C:5]=1[NH2:4])([O-:14])=[O:13]

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 68526Benzene, (2-bromoethoxy)-HCID 4024832N-(4-hydroxy-2-nitrophenyl)acetamide

Product 1

HCID 205454564-(2-Phenoxyethoxy)-2-nitroaniline

Conditions

Temperature
110 °C

Procedure

A mixture of 2.0 g. of 4-acetamido-3-nitrophenol, 2.2 g. of β-bromophenetole, 3 g. of potassium carbonate, and 20 ml. of dimethylformanide is heated under nitrogen for 16 hours at 110° C. The mixture is cooled and poured into ice water. The precipitated solid is collected, washed with water, and dried to give 2-nitro-4-(2-phenoxyethoxy)-aniline.

Workup

  1. additionA mixture of 2.0 g
  2. temperatureThe mixture is cooled
  3. customThe precipitated solid is collected
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-d6c4abd5e9e343c89e5139cc4f534259
Source dataset
uspto-grants-1978_02
Patent number
US04072696

Reaction notes

Loading…