Formamide → HCID 10083518, compound

HRID 855902Notes

Reaction equation

HRID 855902 reaction equation
[P+3]=[S:2].[CH:3]([NH2:5])=O.Br[CH:7]1[C:13](=O)[C:12]2[CH:15]=[CH:16][CH:17]=[CH:18][C:11]=2[O:10][C:9]2[CH:19]=[CH:20][CH:21]=[CH:22][C:8]1=2.[OH-].[Na+]>C1(C)C=CC=CC=1>[S:2]1[C:13]2[C:12]3[CH:15]=[CH:16][CH:17]=[CH:18][C:11]=3[O:10][C:9]3[CH:19]=[CH:20][CH:21]=[CH:22][C:8]=3[C:7]=2[N:5]=[CH:3]1

Participants

6

Reactant 4

HCID 713FormamideHCID 14798Sodium HydroxideHCID 69515451HCID 69515451, compoundHCID 178527688HCID 178527688, compound

Product 1

HCID 10083518HCID 10083518, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of phosphorous (V) sulfide (6.54 mmoles) in formamide (102 mmoles; 4.08 ml), a toluene solution (8.2 ml) of 11-bromo-11H-dibenzo[b,f]oxepin-10-one (4.60 mmoles) was added. The reaction mixture was heated under stirring and refluxing for 4 hours. Then the reaction mixture was neutralized with 10% sodium hydroxide and extracted with chloroform. After purification by chromatography on a silica gel column, a crystalline product was isolated.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperaturerefluxing for 4 hours
  3. extractionextracted with chloroform
  4. customAfter purification by chromatography on a silica gel column
  5. customa crystalline product was isolated

Sources & evidence

ORD record
ord-b85261640751493c8e9afb24978ab517
Source dataset
uspto-grants-2007_08
Patent number
US07262302B2

Reaction notes

Loading…