Thionyl Chloride → 6-[([1,1'-Biphenyl]-2-ylcarbonyl)amino]-3-pyridinecarbonyl chloride

HRID 975887Notes

Reaction equation

HRID 975887 reaction equation
[C:1]1([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:2]([C:7]([NH:9][C:10]2[N:15]=[CH:14][C:13]([C:16](O)=[O:17])=[CH:12][CH:11]=2)=[O:8])=[CH:3][CH:4]=[CH:5][CH:6]=1.S(Cl)([Cl:27])=O>>[C:1]1([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:2]([C:7]([NH:9][C:10]2[N:15]=[CH:14][C:13]([C:16]([Cl:27])=[O:17])=[CH:12][CH:11]=2)=[O:8])=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 220997396-[([1,1'-Biphenyl]-2-carbonyl)amino]pyridine-3-carboxylic acid

Product 1

HCID 220997926-[([1,1'-Biphenyl]-2-ylcarbonyl)amino]-3-pyridinecarbonyl chloride

Procedure

A mixture of 1.9 g of 6-[(2-biphenylcarbonyl)amino]pyridine-3-carboxylic acid and 9 ml of thionyl chloride is refluxed for 1 hour and then concentrated to dryness under vacuum. Toluene (15 ml) is added (twice) to the residue and the solvent removed under vacuum to give 2.1 g of a light brown oil.

Workup

  1. temperatureis refluxed for 1 hour
  2. concentrationconcentrated to dryness under vacuum
  3. additionToluene (15 ml) is added (twice) to the residue
  4. customthe solvent removed under vacuum

Sources & evidence

ORD record
ord-952bf912d8744b4b80432396b5c0ccab
Source dataset
uspto-grants-1997_03
Patent number
US05610156

Reaction notes

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