Chloroform → HCID 54471596, compound

HRID 463610Notes

Reaction equation

HRID 463610 reaction equation
C(O)(=O)C.C(O)(=O)C.IC1C=CC=CC=1.[N+:16]([C:19]1[CH:25]=[CH:24][C:23]([O:26][C:27]2[C:32]([Cl:33])=[CH:31][C:30]([Cl:34])=[CH:29][N:28]=2)=[CH:22][C:20]=1[NH2:21])([O-:18])=[O:17].C(Cl)(Cl)Cl>CC(C)=O>[Cl:33][C:32]1[C:27]([O:26][C:23]2[CH:24]=[CH:25][C:19]3=[N+:16]([O-:18])[O:17][N:21]=[C:20]3[CH:22]=2)=[N:28][CH:29]=[C:30]([Cl:34])[CH:31]=1

Participants

5

Reactant 3

HCID 6212ChloroformHCID 12217721Iodo benzene diacetateHCID 20264371HCID 20264371, compound

Product 1

HCID 54471596HCID 54471596, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To iodobenzene diacetate (3.9 g, 12 mmol) in 100 ml of acetone is added at RT 2-nitro-5-(3,5-dichloro-2-pyridyloxy)aniline (3.0 g, 10 mmol), neat, in portions over 10 minutes. The reaction is stirred at RT overnight and is then stripped. Chloroform is added to the residue, and this mixture is filtered through celite. The filtrate is washed with water (2X) and with brine, dried over sodium sulfate and stripped to give 5-(3,5-dichloro-2-pyridyloxy)benzo-2,1,3-oxadiazole N-oxide. (D; X=H, Y=Cl, Z=Cl).

Workup

  1. filtrationthis mixture is filtered through celite
  2. washThe filtrate is washed with water (2X) and with brine
  3. dry with materialdried over sodium sulfate

Sources & evidence

ORD record
ord-65a540f2e66e4d41924a701509296092
Source dataset
uspto-grants-1985_10
Patent number
US04544400

Reaction notes

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