Water → HCID 22717652, compound

HRID 1582537Notes

Reaction equation

HRID 1582537 reaction equation
P(Cl)(Cl)([Cl:3])=O.[CH2:6]([CH:8]1[C:17]2[CH:16]=[C:15]3[N:18]([CH3:25])[C:19](=[O:24])[CH:20]=[C:21](OC)[C:14]3=[CH:13][C:12]=2[NH:11][CH2:10][CH2:9]1)[CH3:7].O.CN(C)[CH:29]=[O:30]>>[Cl:3][C:21]1[C:14]2[C:15](=[CH:16][C:17]3[CH:8]([CH2:6][CH3:7])[CH2:9][CH2:10][NH:11][C:12]=3[CH:13]=2)[N:18]([CH3:25])[C:19](=[O:24])[C:20]=1[CH:29]=[O:30]

Participants

5

Reactant 4

HCID 962WaterHCID 6228Dimethylformamide2×HCID 24813Phosphorus oxychlorideHCID 22717653HCID 22717653, compound

Product 1

HCID 22717652HCID 22717652, compound

Conditions

Temperature
50 °C

Procedure

0.4 g of phosphorus oxychloride is added dropwise at 50-55° C. to 3 ml of dimethylformamide. The solution is stirred for a further 1 h at 50° C. 0.5 g (1.8 mmol) of 9-ethyl-4-methoxy-1-methyl-6,7,8,9-tetrahydropyrido-[2,3-g]quinol-2-one dissolved in 6 ml of dimethylformamide is then added at the same temperature with stirring. The mixture is stirred at 80-90° C. for a further 5 h. The intensively yellow-colored solution is discharged onto 50 ml of water and 10 g of ice and stirred at room temperature for 12 h. The pale-yellow precipitate is filtered off and dried.

Workup

  1. additionis then added at the same temperature
  2. stirringwith stirring
  3. stirringThe mixture is stirred at 80-90° C. for a further 5 h
  4. stirringstirred at room temperature for 12 h
  5. filtrationThe pale-yellow precipitate is filtered off
  6. customdried

Sources & evidence

ORD record
ord-27a66c4f81a2451d8054b19757fea085
Source dataset
uspto-grants-2004_05
Patent number
US06737280B1

Reaction notes

Loading…