Triethylamine → HCID 86637845, compound

HRID 1923442Notes

Reaction equation

HRID 1923442 reaction equation
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH2:8][N+:9]2=[CH:12][CH2:13][CH2:14][S:15]([O-:18])(=[O:17])=[O:16])=[CH:4][CH:3]=1.[CH2:19]([N:21]([CH2:24][CH3:25])[CH2:22][CH3:23])[CH3:20]>CO.[Ni]>[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][CH2:8][N:9]2[CH2:12][CH2:13][CH2:14][S:15]([O-:18])(=[O:17])=[O:16])=[CH:4][CH:3]=1.[CH2:19]([NH+:21]([CH2:24][CH3:25])[CH2:22][CH3:23])[CH3:20]

Participants

5

Reactant 2

HCID 8471TriethylamineHCID 86637841HCID 86637841, compound

Product 1

HCID 86637845HCID 86637845, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

To a suspension of 2.67 g (10 mmole) of 3-(7-hydroxyquinolinio-1-yl)propanesulfonate in 500 ml of methanol, 1.5 g of triethylamine was added and stirred 3-5 min until clear solution was prepared. To this solution 0.5 g Ni Raney was added and mixture hydrogenated at room temperature for 3 hours. The reaction mixture was suction filtered through diatomaceous earth and the filtrate evaporated under reduced pressure. The resulting crystallized yellow compound washed with diethyl ether and filtered off. Yield 3.7 g (99%).

Workup

  1. additionwas added
  2. customwas prepared
  3. waitmixture hydrogenated at room temperature for 3 hours
  4. filtrationfiltered through diatomaceous earth
  5. customthe filtrate evaporated under reduced pressure
  6. customThe resulting crystallized yellow compound
  7. washwashed with diethyl ether
  8. filtrationfiltered off

Sources & evidence

ORD record
ord-1886a5d8faa94be28c9ada2d80daea16
Source dataset
uspto-grants-2012_05
Patent number
US08178360B2

Reaction notes

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