Water → HCID 52258779, compound

HRID 1852368Notes

Reaction equation

HRID 1852368 reaction equation
Cl[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N+:11]([O-:13])=[O:12].[F:14][C:15]1[CH:16]=[CH:17][C:18]([N+:22]([O-:24])=[O:23])=[C:19]([OH:21])[CH:20]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[F:14][C:15]1[CH:16]=[CH:17][C:18]([N+:22]([O-:24])=[O:23])=[C:19]([O:21][CH2:2][CH2:3][O:4][C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[N+:11]([O-:13])=[O:12])[CH:20]=1

Participants

6

Reactant 4

HCID 962WaterHCID 99375-Fluoro-2-nitrophenolHCID 11430Potassium CarbonateHCID 43624871-(2-chloroethoxy)-2-nitrobenzene

Product 1

HCID 52258779HCID 52258779, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

1-(2-Chloro-ethoxy)-2-nitro-benzene (10 g) and 5-fluoro-2-nitro-phenol (7.86 g) were dissolved in 50 ml DMF and was stirred for 19 h at 90-110° C. after careful addition of 13.82 g potassium carbonate. The reaction mixture was poured in a mixture of crushed ice and water (500 ml) which was vigorously stirred. The residue was filtered off, washed several times with water and dried. The crude product was suspended in methanol and the pale yellow residue was again filtered off, washed with methanol and dried. Yield: 9.5 g.

Workup

  1. stirringwas vigorously stirred
  2. filtrationThe residue was filtered off
  3. washwashed several times with water
  4. customdried
  5. filtrationthe pale yellow residue was again filtered off
  6. washwashed with methanol
  7. customdried

Sources & evidence

ORD record
ord-c305da4686234bdeb140937b768707e8
Source dataset
uspto-grants-2015_02
Patent number
US08962338B2

Reaction notes

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