1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene) → HCID 178458766, compound

HRID 2178962Notes

Reaction equation

HRID 2178962 reaction equation
[CH:1]1C=CC(C2C=CC=CC=2)=CC=1.C1C=C[C:16]([O:19]C2C=CC=CC=2)=CC=1.Cl[C:27]1[N:32]=[CH:31][C:30]([NH:33][CH:34]=[C:35]([C:41](=[O:43])[CH3:42])[C:36]([O:38]CC)=O)=[CH:29][CH:28]=1>>[OH:38][C:36]1[C:31]2[C:30](=[CH:29][CH:28]=[C:27]([O:19][CH3:16])[N:32]=2)[N:33]=[CH:34][C:35]=1[C:41](=[O:43])[CH2:42][CH3:1]

Participants

3

Reactant 2

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)HCID 178471924HCID 178471924, compound

Product 1

HCID 178458766HCID 178458766, compound

Procedure

To a flask containing Dowtherm™ A (200 mL) at 250° C. was added ethyl 2-[(6-chloropyridin-3-ylamino)methylene]-3-oxobutanoate (10 g, 36 mmol) portion wise over 3 to 5 min and the reaction mixture was stirred for an additional 30 to 45 min. The reaction mixture was removed from the heat source, cooled to room temperature and diluted with hexanes to facilitate precipitation. The solids were filtered, washed with hexanes and dried under vacuum to afford the desired product (5.0 g, crude) as a brown solid: ESI MS m/z 241 [M+H]+.

Workup

  1. customThe reaction mixture was removed from the heat source
  2. additiondiluted with hexanes
  3. customprecipitation
  4. filtrationThe solids were filtered
  5. washwashed with hexanes
  6. customdried under vacuum

Sources & evidence

ORD record
ord-6ebeb86218b34d23bac07e686c56adad
Source dataset
uspto-grants-2015_06
Patent number
US09067937B2

Reaction notes

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