Formic Acid → HCID 22413370, compound

HRID 1721596Notes

Reaction equation

HRID 1721596 reaction equation
[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:6]2[CH:7]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH2:8][NH:9][CH2:10][CH2:11][C:5]=2[C:4]=1[N+:20]([O-:22])=[O:21].[CH:23](O)=O>C=O>[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:6]2[CH:7]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH2:8][N:9]([CH3:23])[CH2:10][CH2:11][C:5]=2[C:4]=1[N+:20]([O-:22])=[O:21]

Participants

4

Reactant 2

HCID 284Formic AcidHCID 22413373HCID 22413373, compound

Product 1

HCID 22413370HCID 22413370, compound

Reagents, catalysts & solvents 1

HCID 712FormaldehydeSolvent

Procedure

0.40 g (0.00134 mol) 7-methoxy-6-nitro-1 -phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine was dissolved in a mixture of 5 ml formic acid and 4 ml 35% aqueous formaldehyde. The mixture was heated to reflux for 2.5 hours and then evaporated in vacuo. The residue was partitioned between dichloromethane and saturated NaHCO3-solution, the organic layer was washed twice with water and once with brine, dried with NaSO4 and concentrated in vacuo, yielding the compound as a light yellow oil.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 2.5 hours
  3. customevaporated in vacuo
  4. customThe residue was partitioned between dichloromethane and saturated NaHCO3-solution
  5. washthe organic layer was washed twice with water and once with brine
  6. dry with materialdried with NaSO4
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e9111c3e1b304b6ba25726b15908f37c
Source dataset
uspto-grants-1996_04
Patent number
US05512562

Reaction notes

Loading…