Hydroxyamine hydrochloride → HCID 87221312, compound

HRID 587843Notes

Reaction equation

HRID 587843 reaction equation
[CH2:1]([C:3]1[CH:8]=[C:7]([C:9]([F:18])([C:14]([F:17])([F:16])[F:15])[C:10]([F:13])([F:12])[F:11])[CH:6]=[C:5]([CH3:19])[C:4]=1[NH:20][C:21]([C:23]1[CH:24]=[C:25]2[C:29](=[CH:30][CH:31]=1)[C:28](=O)[CH2:27][CH2:26]2)=[O:22])[CH3:2].C([O-])(=O)C.[Na+].Cl.[NH2:39][OH:40]>C(O)C.O>[CH2:1]([C:3]1[CH:8]=[C:7]([C:9]([F:18])([C:10]([F:11])([F:13])[F:12])[C:14]([F:15])([F:17])[F:16])[CH:6]=[C:5]([CH3:19])[C:4]=1[NH:20][C:21]([C:23]1[CH:24]=[C:25]2[C:29](=[CH:30][CH:31]=1)[C:28](=[N:39][OH:40])[CH2:27][CH2:26]2)=[O:22])[CH3:2]

Participants

6

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 50938970HCID 50938970, compound

Product 1

HCID 87221312HCID 87221312, compoundYield 92.8%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

N-[2-Ethyl-4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)-6-methylphenyl]-1-oxoindane-5-carboxamide (2.4 g) was dissolved in ethanol (40 ml), and sodium acetate (0.85 g) and hydroxylamine hydrochloride (0.43 g) were added thereto, and then stirred and heated at reflux temperature for 2 hours. The reaction solution was brought back to room temperature and diluted with water. The resulting crystals were collected by filtration and dried to obtain N-[2-ethyl-4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)-6-methylphenyl]-1-(hydroxyimino) indane-5-carboxamide (2.3 g, yield 91%).

Workup

  1. temperatureheated
  2. temperatureat reflux temperature for 2 hours
  3. customwas brought back to room temperature
  4. filtrationThe resulting crystals were collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-f9ecce0600dc453db945ef31601ae0ab
Source dataset
uspto-grants-2016_01
Patent number
US09227923B2

Reaction notes

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