N-bromobutanimide → HCID 117600790, compound

HRID 1497738Notes

Reaction equation

HRID 1497738 reaction equation
[CH3:1][N:2]1[C:11]([CH3:18])([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[NH:4][C:3]1=[O:19].C1C(=O)N([Br:27])C(=O)C1>C(Cl)Cl>[Br:27][C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][CH:7]=1)[NH:4][C:3](=[O:19])[N:2]([CH3:1])[C:11]2([CH3:18])[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 117600268HCID 117600268, compound

Product 1

HCID 117600790HCID 117600790, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 3,4-Dimethyl-4-phenyl-3,4-dihydro-1H-quinazolin-2-one (0.4 g, 1.59 mmol) in DCM (5 mL) is added NBS (0.28 g, 1.59 mmol). After the addition the mixture is stirred at room temperature overnight. The mixture is diluted with DCM, washed with H2O, dried over anhydrous Na2SO4, filtered and concentrated. The residue is purified by chromatography on silica gel to give product.

Workup

  1. additionAfter the addition the mixture
  2. washwashed with H2O
  3. dry with materialdried over anhydrous Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue is purified by chromatography on silica gel
  7. customto give product

Sources & evidence

ORD record
ord-cfbb632fd99c45a88eff203af356835b
Source dataset
uspto-grants-2015_12
Patent number
US09199988B2

Reaction notes

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