Ammonium Hydroxide → HCID 66644054, compound

HRID 2406681Notes

Reaction equation

HRID 2406681 reaction equation
[CH2:1]([C:7]1[C:16](N)=[CH:15][C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].N([O-])=O.[Na+].[Br:22]Br.[OH-].[NH4+]>Br>[Br:22][C:16]1[C:7]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])=[N:8][C:9]2[C:14]([CH:15]=1)=[CH:13][CH:12]=[CH:11][CH:10]=2

Participants

6

Reactant 4

HCID 14923Ammonium HydroxideHCID 24408BromineHCID 23668193Sodium NitriteHCID 66644229HCID 66644229, compound

Product 1

HCID 66644054HCID 66644054, compound

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

To the solution of 2-hexyl-quinolin-3-ylamine in hydrobromic acid at -10° C. was added aqueous solution of sodium nitrite followed by bromine and was allowed to warm up to RT. The reaction was continued for 1 day. Next day the reaction mixture was neutralized using aqueous ammonium hydroxide solution and was extracted with ether. The organic layer was washed with aqueous sodium thiosulfate. The product was purified by column chromatography.

Workup

  1. extractionwas extracted with ether
  2. washThe organic layer was washed with aqueous sodium thiosulfate
  3. customThe product was purified by column chromatography

Sources & evidence

ORD record
ord-e273354413054f45937940dd50149c99
Source dataset
uspto-grants-2014_08
Patent number
US08809382B2

Reaction notes

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