Hydrochloric Acid → HCID 10845215, compound

HRID 654230Notes

Reaction equation

HRID 654230 reaction equation
[C:1]([CH:3]1[CH2:12][CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[O:13][CH3:14])[CH:4]1O)#[N:2].Cl.C(OCC)(=O)C.C(OC(C)C)(C)C>N1C=CC=CC=1>[C:1]([C:3]1[CH2:12][CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[O:13][CH3:14])[CH:4]=1)#[N:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7914Diisopropyl EtherHCID 8857Ethyl AcetateHCID 15718590HCID 15718590, compound

Product 1

HCID 10845215HCID 10845215, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of the compound obtained in step (iv) above (16.2 g, 0.079 mol) and POCl (30 ml, 0.32 mol) in pyridine (200 ml) is heated for 3 hours to 120° C. ext.. The reaction mixture is then cooled and made acidic by the dropwise addition of 2N HCl. The solution is treated with ethyl acetate, the organic phase is recovered, washed with a saturated sodium bicarbonate solution and then with water. The organic phase is dried over sodium sulfate, filtered and concentrated to dryness yielding the compound indicated in the title [9.8 g); m.p. 47°-49° C. (isopropyl ether).

Workup

  1. temperatureis heated for 3 hours to 120° C. ext
  2. temperatureThe reaction mixture is then cooled
  3. customthe organic phase is recovered
  4. washwashed with a saturated sodium bicarbonate solution
  5. dry with materialThe organic phase is dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated to dryness
  8. customyielding the compound

Sources & evidence

ORD record
ord-00dd0c2236234cf78a1996ac5e82ee16
Source dataset
uspto-grants-1992_07
Patent number
US05130339

Reaction notes

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