Phosphorus oxychloride → HCID 10414466, compound

HRID 1821974Notes

Reaction equation

HRID 1821974 reaction equation
[Cl:1][C:2]1[CH:24]=[C:23]([O:25][CH2:26][CH:27]=[C:28]([Cl:30])[Cl:29])[CH:22]=[C:21]([Cl:31])[C:3]=1[O:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[NH:19][C:18](=O)[O:17][N:16]=2)=[CH:11][CH:10]=1.P(Cl)(Cl)([Cl:34])=O>N1C=CC=CC=1>[Cl:34][C:18]1[O:17][N:16]=[C:15]([C:12]2[CH:11]=[CH:10][C:9]([O:8][CH2:7][CH2:6][CH2:5][O:4][C:3]3[C:21]([Cl:31])=[CH:22][C:23]([O:25][CH2:26][CH:27]=[C:28]([Cl:29])[Cl:30])=[CH:24][C:2]=3[Cl:1])=[CH:14][CH:13]=2)[N:19]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 135474762HCID 135474762, compound

Product 1

HCID 10414466HCID 10414466, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

90 mg of 3-(4-{3-[2,6-dichloro-4-(3,3-dichloro-allyloxy)-phenoxy]-propoxy}-phenyl)-4H-[1,2,4]oxadiazol-5-one, 14 mg of pyridine and 0.2 ml of phosphorus oxychloride are stirred for 14 hours at 130° C. The reaction mixture is poured onto ice-water and extracted with ethyl acetate. Concentration of the organic phase and purification over silica gel yield the title compound (compound 1.16).

Workup

  1. additionThe reaction mixture is poured onto ice-water
  2. extractionextracted with ethyl acetate
  3. customConcentration of the organic phase and purification over silica gel

Sources & evidence

ORD record
ord-3d525ecf96fa4f12be2bf8c74fe33ff0
Source dataset
uspto-grants-2009_10
Patent number
US07608631B2

Reaction notes

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