Dimethylformamide → HCID 13055728, compound

HRID 1253003Notes

Reaction equation

HRID 1253003 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH2:6][CH2:5]2.C(=O)([O-])[O-].[K+].[K+].[Br:19][CH2:20][CH2:21][CH2:22]Br.CN(C)C=O>O>[Br:19][CH2:20][CH2:21][CH2:22][O:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH2:6][CH2:5]2

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 80011,3-DibromopropaneHCID 11430Potassium CarbonateHCID 27740406-Hydroxy-3,4-dihydro-2(1H)-quinolinone

Product 1

HCID 13055728HCID 13055728, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 12.6 g (0.076 mol) of 6-hydroxy-1,2,3,4-tetrahydro-2-quinolinone, 15.8 g (0.115 mol) of potassium carbonate (anhydrous and powdered), 46.5 g (0.23 mol) of 1,3-dibromopropane and 40 ml of N,N-dimethylformamide is stirred at room temperature for 20 hours. 200 ml of water and 100 ml of petroleum ether are added and, after stirring for 1 hour, the precipitate which has formed is filtered off with suction, washed with petroleum ether and dried.

Workup

  1. stirringafter stirring for 1 hour
  2. customthe precipitate which has formed
  3. filtrationis filtered off with suction
  4. washwashed with petroleum ether
  5. customdried

Sources & evidence

ORD record
ord-aeb31252e9404d748858c580644f4b19
Source dataset
uspto-grants-1988_05
Patent number
US04746661

Reaction notes

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