Pyridine → HCID 15919396, compound

HRID 2413015Notes

Reaction equation

HRID 2413015 reaction equation
[F:1][C:2]([F:21])([C:17]([F:20])([F:19])[F:18])[C:3]([F:16])([F:15])[C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][C:8]=1[OH:14])=[O:5].N1C=CC=CC=1.C(#N)C.[C:31](Cl)(=[O:35])[C:32]([CH3:34])=[CH2:33]>O>[F:1][C:2]([F:21])([C:17]([F:18])([F:19])[F:20])[C:3]([F:16])([F:15])[C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:31](=[O:35])[C:32]([CH3:34])=[CH2:33])=[CH:9][C:8]=1[OH:14])=[O:5]

Participants

6

Reactant 4

HCID 1049PyridineHCID 6342AcetonitrileHCID 13528Methacryloyl chlorideHCID 70060N-(4-Amino-2-hydroxyphenyl)-2,2,3,3,4,4,4-heptafluorobutyramide

Product 1

HCID 15919396HCID 15919396, compoundYield 61.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 64 g (0.2 mol) of 2-heptafluorobutanamido-5-aminophenol were added 18 g (0.22 mol) of pyridine and 500 ml of acetonitrile and mixture was cooled with stirring. To the solution was added dropwise 23 g (0.22 mol) of methacrylic chloride. After the completion of the reaction, 500 ml of water was added to the reaction solution and the crystals thus deposited were collected and recrystallized from acetonitrile to obtain 48 g of Monomer Coupler (15).

Workup

  1. temperaturewas cooled
  2. additionwas added to the reaction solution
  3. customthe crystals thus deposited were collected
  4. customrecrystallized from acetonitrile

Sources & evidence

ORD record
ord-05698099a82b4ae3b17db3a42444e607
Source dataset
uspto-grants-1985_01
Patent number
US04495272

Reaction notes

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