Sodium Carbonate → HCID 14850773, compound

HRID 345322Notes

Reaction equation

HRID 345322 reaction equation
[CH2:1]([O:3][P:4]([CH2:9][C:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]=[C:12]([C:20]#[N:21])[CH:11]=1)([O:6][CH2:7][CH3:8])=[O:5])[CH3:2].C(=O)([O-])[O-:23].[Na+].[Na+]>S(=O)(=O)(O)O.O.C(Cl)Cl>[CH2:1]([O:3][P:4]([CH2:9][C:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]=[C:12]([C:20]([NH2:21])=[O:23])[CH:11]=1)([O:6][CH2:7][CH3:8])=[O:5])[CH3:2]

Participants

6

Reactant 2

HCID 10340Sodium CarbonateHCID 14850772HCID 14850772, compound

Product 1

HCID 14850773HCID 14850773, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 1118Sulfuric AcidSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of 5.9 g of 4-(diethylphosphonomethyl)-2-cyanoquinoline in 24 ml of concentrated sulfuric acid is heated at 80° for 5 minutes, cooled to 0° and added slowly to an ice-cooled mixture of 50 g of sodium carbonate in 50 ml of water and 100 ml of methylene chloride. The organic layer is separated, dried over sodium sulfate and evaporated to dryness to yield 4-(diethylphosphonomethyl)-quinoline-2-carboxamide.

Workup

  1. temperaturecooled to 0°
  2. temperaturecooled
  3. customThe organic layer is separated
  4. dry with materialdried over sodium sulfate
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-9f2c55ce28684f51a2831111e7414d04
Source dataset
uspto-grants-1991_10
Patent number
US05057506

Reaction notes

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