Azane;hydrate → HCID 178423433, compound

HRID 1408760Notes

Reaction equation

HRID 1408760 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

6-Bromo-2′-ethoxy-2,2-dimethylspiro[chroman-4,4′-imidazol]-5′(3′H)-one (500 mg, 1.42 mmol) is dissolved in 30 mL of EtOH, and NH3.H2O (30 mL) is added. The mixture is heated to reflux for 18 h. The mixture is removed in vacuo to give a residue, which is 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 is heated
  2. temperatureto reflux for 18 h
  3. customThe mixture is removed in vacuo
  4. customto give a residue, which
  5. customis purified by preparative TLC

Sources & evidence

ORD record
ord-ae385c660d354c05807fcfc4cb7bb890
Source dataset
uspto-grants-2014_12
Patent number
US08921359B2

Reaction notes

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