Phosphorus oxychloride → HCID 86737337, compound

HRID 224778Notes

Reaction equation

HRID 224778 reaction equation
O[C:2]1[C:11]2[CH:10]=[C:9]3[O:12][CH2:13][O:14][C:8]3=[CH:7][C:6]=2[N:5]=[CH:4][C:3]=1[C:15]([O:17][CH2:18][CH3:19])=[O:16].P(Cl)(Cl)([Cl:22])=O>>[Cl:22][N:5]1[C:6]2[CH:7]=[C:8]3[O:14][CH2:13][O:12][C:9]3=[CH:10][C:11]=2[CH:2]=[C:3]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:4]1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 842571,3-Dioxolo[4,5-g]quinoline-7-carboxylic acid, 8-hydroxy-, ethyl ester

Product 1

HCID 86737337HCID 86737337, compound

Procedure

A mixture of 121 g of ethyl 8-hydroxy-1,3-dioxolo[4,5-g]-quinoline-7-carboxylate (0.39 mol, prepared according to the procedure of J. Med. Chem., Vol. 11, 162 (1968)) and 500 ml of phosphorus oxychloride is refluxed for 7 to 8 hours. Three quarters of the excess phosphorus oxychloride is then removed, the residue is poured onto ice, alkalized with concentrated aqueous ammonia, and the solid product is filtered off, washed with water and dried at 60° C. Yield 108.2 g (99%), m.p. 103° C.

Workup

  1. customprepared
  2. customThree quarters of the excess phosphorus oxychloride is then removed
  3. additionthe residue is poured onto ice
  4. filtrationthe solid product is filtered off
  5. washwashed with water
  6. customdried at 60° C

Sources & evidence

ORD record
ord-6cb4a0f2bbc441b6b2128081edbd60dd
Source dataset
uspto-grants-1980_11
Patent number
US04234589

Reaction notes

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