HCID 19735100, compound → HCID 19735139, compound

HRID 326600Notes

Reaction equation

HRID 326600 reaction equation
[OH:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]2[O:11][C:10]([CH3:13])([CH3:12])[N:9]=[C:8]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=3)[C:7]=2[CH:20]=1>ClCCl.[O-2].[O-2].[Mn+4]>[CH:2]([C:3]1[CH:4]=[CH:5][C:6]2[O:11][C:10]([CH3:13])([CH3:12])[N:9]=[C:8]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=3)[C:7]=2[CH:20]=1)=[O:1]

Participants

4

Reactant 1

HCID 19735100HCID 19735100, compound

Product 1

HCID 19735139HCID 19735139, compoundYield 40.3%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

Active manganese dioxide (300 mg) was added to a solution of Compound 115 (100 mg) in dichloromethane (3 ml) and the mixture was stirred at room temperature for 1 hour. The insoluble substance was filtered off through celite and the filtrate was distilled off under reduced pressure to obtain 6-formyl-2,2-dimethyl-4-(2-pyridyl)-2H-1,3-benzoxazine (40 mg) (Compound 116). Likewise, Compound 146 was prepared from Compound 145.

Workup

  1. filtrationThe insoluble substance was filtered off through celite
  2. distillationthe filtrate was distilled off under reduced pressure

Sources & evidence

ORD record
ord-56168402d67646b89080154b2b300bc0
Source dataset
uspto-grants-1993_12
Patent number
US05270308

Reaction notes

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