Sodium Carbonate → HCID 15924938, compound

HRID 2107873Notes

Reaction equation

HRID 2107873 reaction equation
[Br:1]Br.[CH2:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH2:11][CH3:12])[C:6]=1[NH:13][C:14]([C:16]1[C:17](=[O:27])[CH:18]=[C:19]([CH3:26])[N:20]2[C:25]=1[CH2:24][CH2:23][CH2:22][CH2:21]2)=[O:15])[CH3:4].C(=O)([O-])[O-].[Na+].[Na+]>C(Cl)Cl>[Br:1][C:18]1[C:17](=[O:27])[C:16]([C:14]([NH:13][C:6]2[C:7]([CH2:11][CH3:12])=[CH:8][CH:9]=[CH:10][C:5]=2[CH2:3][CH3:4])=[O:15])=[C:25]2[N:20]([C:19]=1[CH3:26])[CH2:21][CH2:22][CH2:23][CH2:24]2

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 24408BromineHCID 15924908HCID 15924908, compound

Product 1

HCID 15924938HCID 15924938, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A mixture of 0.11 ml of bromine and 8 ml of methylene chloride was dropwise added to a mixture of 0.70 g of N-(2,6-diethylphenyl)-6,7,8,9-tetrahydro-4-methyl-2-oxo-2H-quinolizine-1-carboxamide, 1.27 g of sodium carbonate and 12 ml of methylene chloride at room temperature taking 30 minutes and further stirred for 5 hours at room temperature. After filtering the insoluble material off, the solution was concentrated and the resulting crystalline residue was recrystallized from a mixture of ethyl acetate and methanol to afford 0.64 g (Yield 75%) of the title compound.

Workup

  1. filtrationAfter filtering the insoluble material off, the solution
  2. concentrationwas concentrated
  3. customthe resulting crystalline residue was recrystallized from a mixture of ethyl acetate and methanol

Sources & evidence

ORD record
ord-a290af7b2c1840ee94e8fedb89ebbb4f
Source dataset
uspto-grants-1990_06
Patent number
US04936121

Reaction notes

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