Ammonia → HCID 21412652, compound

HRID 2071792Notes

Reaction equation

HRID 2071792 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][C:12]([CH:15]([CH3:19])[C:16](O)=[O:17])=[CH:11][C:10]=1[OH:20].S(Cl)(Cl)=O.[NH3:25]>C1C=CC=CC=1>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][C:12]([CH:15]([CH3:19])[C:16]([NH2:25])=[O:17])=[CH:11][C:10]=1[OH:20]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 24386Thionyl ChlorideHCID 21320548HCID 21320548, compound

Product 1

HCID 21412652HCID 21412652, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 2-(2',4'-difluoro-2-hydroxy-4-biphenylyl)propionic acid (1.75 g.) and thionyl chloride (1 ml.) in dry benzene (10 ml.) was refluxed for 1 hour and then cooled and added dropwise to stirred cold ammonia (d=0.880 g./ml; 20 ml.). The product was filtered and recrystallised first from aqueous industrial methylated spirits and then light petroleum (b.p. 62°-68° C.) to give 2-(2',4'-difluoro-2-hydroxy-4-biphenylyl)propionamide, m.p. 222°-224° C.

Workup

  1. temperaturecooled
  2. additionadded dropwise
  3. filtrationThe product was filtered
  4. customrecrystallised first from aqueous industrial methylated spirits

Sources & evidence

ORD record
ord-a33d70dbfd1e4026a76a1dac230ba28e
Source dataset
uspto-grants-1977_09
Patent number
US04048332

Reaction notes

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