Azane;hydrate → HCID 178423433, compound

HRID 2096573Notes

Reaction equation

HRID 2096573 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-dcd5fbca94f3474ca457857626f31b84
Source dataset
uspto-grants-2013_05
Patent number
US08450308B2

Reaction notes

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