Azane;hydrate → HCID 178423433, compound

HRID 2096487Notes

Reaction equation

HRID 2096487 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:11]3([C:15](=[O:16])[N:14]=[C:13](OCC)[NH:12]3)[CH2:10][C:9]([CH3:21])([CH3:20])[O:8][C:5]2=[CH:6][CH:7]=1.[NH3:22].O>CCO>[NH2:22][C:13]1[NH:12][C:11]2([C:4]3[C:5](=[CH:6][CH:7]=[C:2]([Br:1])[CH:3]=3)[O:8][C:9]([CH3:20])([CH3:21])[CH2:10]2)[C:15](=[O:16])[N:14]=1

Participants

4

Reactant 2

HCID 12896473Azane;hydrateHCID 178467465HCID 178467465, compound

Product 1

HCID 178423433HCID 178423433, compoundYield 30%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 6-bromo-2′-ethoxy-2,2-dimethylspiro[chroman-4,4′-imidazol]-5′(3′H)-one (500 mg, 1.42 mmol) in EtOH (30 mL) was added NH3.H2O (30 mL). The mixture was refluxed for 18 h. The solvent was removed in vacuo to give a residue, which was purified by preparative TLC to give 2′-amino-6-bromo-2,2-dimethylspiro[chroman-4,4′-imidazol]-5′(3′H)-one (120 mg, 30%).

Workup

  1. temperatureThe mixture was refluxed for 18 h
  2. customThe solvent was removed in vacuo
  3. customto give a residue, which
  4. customwas purified by preparative TLC

Sources & evidence

ORD record
ord-3eae654549eb4c93859aefece7b5bdfd
Source dataset
uspto-grants-2013_05
Patent number
US08450308B2

Reaction notes

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