Phosphorus oxychloride → HCID 12593745, compound

HRID 1448487Notes

Reaction equation

HRID 1448487 reaction equation
[CH3:1][C:2]1([CH3:16])[C:6]2[NH:7][C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=3[C:14](=O)[C:5]=2[CH2:4][O:3]1.P(Cl)(Cl)([Cl:19])=O>>[Cl:19][C:14]1[C:13]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[N:7]=[C:6]2[C:2]([CH3:16])([CH3:1])[O:3][CH2:4][C:5]=12

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 12593744HCID 12593744, compound

Product 1

HCID 12593745HCID 12593745, compound

Procedure

A solution of the compound of formula VI, 3,4-dihydro-3,3-dimethylfuro[3,4-b]quinolin-9(1H)-one (6.5 g, described in Example 8), in phosphorus oxychloride (26 ml) is stirred vigorously at room temperature for one hour. The solution is added to 340 ml of crushed ice. The mixture is stirred and the precipitate is removed by filtration. The filtrate is diluted with ice-water (600 ml) and made alkaline with 30% sodium hydroxide solution (75 ml). The precipitate is collected and crystallized from petroleum ether to give the title compound, mp 108°-110° C. The hydrochloride salt of the title compound melts at 189°-194° C.

Workup

  1. customthe precipitate is removed by filtration
  2. additionThe filtrate is diluted with ice-water (600 ml)
  3. customThe precipitate is collected
  4. customcrystallized from petroleum ether

Sources & evidence

ORD record
ord-8e6c5982b70541e08379b36f1e2d6e9d
Source dataset
uspto-grants-1979_12
Patent number
US04180580

Reaction notes

Loading…