3,5-Dimethoxy-2-nitrosophenol → HCID 20073666, compound

HRID 704307Notes

Reaction equation

HRID 704307 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][N:9]=2)[C:4]([CH3:13])([CH2:11][CH3:12])[C:3]1=[CH2:14].[N:15]([C:17]1[C:22]([O:23][CH3:24])=[CH:21][C:20]([O:25][CH3:26])=[CH:19][C:18]=1[OH:27])=O>C(O)C>[CH3:1][N:2]1[C:10]2=[N:9][CH:8]=[CH:7][CH:6]=[C:5]2[C:4]([CH3:13])([CH2:11][CH3:12])[C:3]21[CH:14]=[N:15][C:17]1[C:22]([O:23][CH3:24])=[CH:21][C:20]([O:25][CH3:26])=[CH:19][C:18]=1[O:27]2

Participants

4

Reactant 2

HCID 144192703,5-Dimethoxy-2-nitrosophenolHCID 20073670HCID 20073670, compound

Product 1

HCID 20073666HCID 20073666, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5.0 grams of the thus prepared 1,3-dimethyl-3-ethyl-2-methylene-1,7-diazaindane product were added to about 80 milliliters of ethanol and warmed in a 100 milliliter round bottom flask. When the internal temperature of the flask contents reached 60° C., 3.3 grams of 2-nitroso-3,5-dimethoxyphenol were added to the flask. The mixture was allowed to reflux overnight. The reaction mixture was allowed to cool down and a silica gel column was used to isolate the desired product, i.e., 1',3'-Dihydro-1',3'-dimethyl-3'-ethyl- 5,7-dimethoxyspiro-[2H-1,4-benzoxazine-2,2'-[2H]pyrrolo[2,3-b]pyridine]. Identification was confirmed by appropriate spectral analysis.

Workup

  1. temperaturewarmed in a 100 milliliter round bottom flask
  2. customreached 60° C.
  3. temperatureto reflux overnight
  4. temperatureto cool down

Sources & evidence

ORD record
ord-fc3a9d50076f4b3496d2cb711ddbb2ea
Source dataset
uspto-grants-1991_01
Patent number
US04986934

Reaction notes

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