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

HRID 526242Notes

Reaction equation

HRID 526242 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-b53b22270d7e414cbf6fa9deb261efc0
Source dataset
uspto-grants-2016_05
Patent number
US09345709B2

Reaction notes

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