Biphenyl → HCID 178474045, compound

HRID 393659Notes

Reaction equation

HRID 393659 reaction equation
[C:1]([NH:4][C:5]1[N:10]=[C:9]([NH:11][CH:12]=[C:13]2[C:18](=[O:19])OC(C)(C)OC2=O)[CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2].C1(C2C=CC=CC=2)C=CC=CC=1.C1(OC2C=CC=CC=2)C=CC=CC=1>CCCCCC>[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]2[C:9](=[N:11][CH:12]=[CH:13][C:18]=2[OH:19])[N:10]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 7095BiphenylHCID 7583Diphenyl EtherHCID 123544365-((6-Acetamido-2-pyridylamino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione

Product 1

HCID 178474045HCID 178474045, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Conditions

Temperature
250 °C

Procedure

5-((6-Acetamido-2-pyridylamino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione (1.3 g, 4.3 mmol) was added in portions to a stirred mixture of biphenyl (13.3 ml) and phenyl ether (36.8 ml) heated at 250° C. and the resulting mixture was stirred for 1 hour at 250° C. The mixture was allowed to cool and was diluted with hexane. The precipitate was collected by filtration and dried to give 2-acetamido-5-hydroxy-1,8-naphthyridine (720 mg, 83%).

Workup

  1. temperatureto cool
  2. filtrationThe precipitate was collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-2e24f521cd0f4d6ca51b85ee33644e16
Source dataset
uspto-grants-2004_10
Patent number
US06809097B1

Reaction notes

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