Phosphorus oxychloride → HCID 63408830, compound

HRID 1618622Notes

Reaction equation

HRID 1618622 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([CH3:12])[CH:11]=1)[N:8]=[C:7]([CH3:13])[C:6]([CH3:14])=[C:5]2O.O=P(Cl)(Cl)[Cl:18]>>[Cl:18][C:5]1[C:4]2[C:9](=[C:10]([CH3:12])[CH:11]=[C:2]([Cl:1])[CH:3]=2)[N:8]=[C:7]([CH3:13])[C:6]=1[CH3:14]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178432151HCID 178432151, compound

Product 1

HCID 63408830HCID 63408830, compound

Procedure

Prepared according to procedure S using 6-chloro-2,3,8-trimethylquinolin-4-ol (3.25 g, 1.65 mmol) in POCl3 (20 mL) and heating at reflux for 3 h. After this time the reaction mixture was cooled to rt and poured into ice water. The resulting solid was filtered and washed with water. The product was then dried under vacuum and 4,6-dichloro-2,3,8-trimethylquinoline was obtained as a white solid. Mass Spectrum (ESI) m/e=241 (M+1).

Workup

  1. customPrepared
  2. temperatureheating
  3. temperatureat reflux for 3 h
  4. filtrationThe resulting solid was filtered
  5. washwashed with water
  6. customThe product was then dried under vacuum

Sources & evidence

ORD record
ord-74c8f154c13f4fe28ff4be83166918d4
Source dataset
uspto-grants-2014_07
Patent number
US08765940B2

Reaction notes

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