Iodoethane → HCID 13336603, compound

HRID 2295950Notes

Reaction equation

HRID 2295950 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][C:11]2[N:16]=[CH:15][C:14]([Cl:17])=[CH:13][N:12]=2)=[CH:6][C:5]=1[OH:18])([O-:3])=[O:2].[CH2:19](I)[CH3:20].C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[Cl:17][C:14]1[CH:13]=[N:12][C:11]([O:10][C:7]2[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[C:5]([O:18][CH2:19][CH3:20])[CH:6]=2)=[N:16][CH:15]=1

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 20472940HCID 20472940, compound

Product 1

HCID 13336603HCID 13336603, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

2-Nitro-5-(5-chloro-2-pyrimidyloxy)phenol (0.65 g), ethyl iodide (2 ml), potassium carbonate (0.35 g) and methyl ethyl ketone (20 ml) were heated together under reflux with stirring for 15 hours. The solvent was evaporated under reduced pressure and the residue was partitioned between water and chloroform. The chloroform extracts were dried and evaporated under reduced pressure to give a pale yellow solid which was recrystallized from ethanol to give the title compound as pale yellow needles (0.54 g), m.p. 114°-115° C.

Workup

  1. temperatureunder reflux
  2. customThe solvent was evaporated under reduced pressure
  3. customthe residue was partitioned between water and chloroform
  4. dry with materialThe chloroform extracts were dried
  5. customevaporated under reduced pressure
  6. customto give a pale yellow solid which
  7. customwas recrystallized from ethanol

Sources & evidence

ORD record
ord-6d40b22c36354eeba2aee98ac6489105
Source dataset
uspto-grants-1984_01
Patent number
US04427437

Reaction notes

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