Water → HCID 86626212, compound

HRID 1015421Notes

Reaction equation

HRID 1015421 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][CH:9]=2)=[CH:4][C:3]=1[C:18]#N.Cl.[NH2:21][OH:22].C(N(CC)CC)C.[OH2:30]>CO.C(OCC)(=O)C>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11]([C:14]([F:15])([F:16])[F:17])=[CH:12][CH:13]=2)=[CH:4][C:3]=1[C:18]([NH:21][OH:22])=[O:30]

Participants

7

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 23434230HCID 23434230, compound

Product 1

HCID 86626212HCID 86626212, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
50 °C

Procedure

4-Amino-4′-trifluoromethyl-biphenyl-3-carbonitrile (10 g) was dissolved in 250 ml of methanol and added 5.6 g of hydroxylamine hydrochloride and 8.1 g of triethylamine. The reaction mixture was stirred at 50° C. overnight, added 100 ml of water and 100 ml of ethyl acetate. The water phase was extracted with 100 ml of ethyl acetate. The organic phases was washed with 100 ml water and after that with 100 ml saturated sodium chloride. The organic phase was dried with magnesium sulfate and evaporated to an oil. Yield 10.8 g (96%).

Workup

  1. extractionThe water phase was extracted with 100 ml of ethyl acetate
  2. washThe organic phases was washed with 100 ml water
  3. dry with materialThe organic phase was dried with magnesium sulfate
  4. customevaporated to an oil

Sources & evidence

ORD record
ord-1773a33981fe4585bfac7fe95cb958de
Source dataset
uspto-grants-2011_07
Patent number
US07985761B2

Reaction notes

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