HCID 178422427, compound → HCID 178422426, compound

HRID 1096779Notes

Reaction equation

HRID 1096779 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([CH3:12])[CH:11]=1)[N:8]=[CH:7][C:6](C(O)=O)=[C:5]2[OH:16]>C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([CH3:12])[CH:11]=1)[N:8]=[CH:7][CH:6]=[C:5]2[OH:16]

Participants

3

Reactant 1

HCID 178422427HCID 178422427, compound

Product 1

HCID 178422426HCID 178422426, compoundYield 95%

Reagents, catalysts & solvents 1

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

Conditions

Temperature
260 °C

Procedure

A mixture of 6-bromo-4-hydroxy-8-methyl-3-quinolinecarboxylic acid (1.80 g, 6.36 mmol) and Dowtherm A (10 mL) was heated at 260° C. for 1.0 h. The reaction was cooled, triturated with hexanes, filtered and dried in a Buchner funnel to give the title compound (1.43 g, 95%) as a tan solid. MS(ES)+ m/e 238 [M+H].

Workup

  1. temperatureThe reaction was cooled
  2. customtriturated with hexanes
  3. filtrationfiltered
  4. customdried in a Buchner funnel

Sources & evidence

ORD record
ord-87e86cdc389643a48c6a33b2346c2ae8
Source dataset
uspto-grants-2012_03
Patent number
US08138347B2

Reaction notes

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