Water → HCID 67151862, compound

HRID 1529518Notes

Reaction equation

HRID 1529518 reaction equation
[C:1]1([C:7]2[CH:12]=[C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:10]=[C:9]([N:19]3[C:38]4[C:26](=[CH:27][C:28]5[C:29]([CH3:46])([CH3:45])[C:30]6[CH:31]=[C:32]([C:39]7[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=7)[CH:33]=[CH:34][C:35]=6[C:36]=5[CH:37]=4)[C:25]4[C:20]3=[CH:21][CH:22]=[CH:23][CH:24]=4)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1C(=O)N([Br:54])C(=O)C1.O>C(#N)C>[Br:54][C:23]1[CH:24]=[C:25]2[C:20]([N:19]([C:9]3[N:8]=[C:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[CH:12]=[C:11]([C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=4)[N:10]=3)[C:38]3[C:26]2=[CH:27][C:28]2[C:29]([CH3:46])([CH3:45])[C:30]4[CH:31]=[C:32]([C:39]5[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=5)[CH:33]=[CH:34][C:35]=4[C:36]=2[CH:37]=3)=[CH:21][CH:22]=1

Participants

5

Reactant 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 67151899HCID 67151899, compound

Product 1

HCID 67151862HCID 67151862, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

138 g (234.6 mmol) of 6-(4,6-diphenylpyrimidin-2-yl)-12,12-dimethyl-2-phenyl-6,12-dihydro-6-azaindeno[1,2-b]fluorene are initially introduced in 1000 ml of acetonitrile. A solution of 41.7 g (234.6 mmol) of NBS in 500 ml of CH3 CN is subsequently added dropwise at −15° C. with exclusion of light, and the mixture is allowed to come to room temperature and is stirred at this temperature for a further 4 h. 150 ml of water are subsequently added to the mixture, which is then extracted with CH2 Cl2. The organic phase is dried over MgSO4, and the solvents are removed in vacuo. The product is washed by stirring with hot hexane and filtered off with suction.

Workup

  1. customto come to room temperature
  2. extractionis then extracted with CH2 Cl2
  3. dry with materialThe organic phase is dried over MgSO4
  4. customthe solvents are removed in vacuo
  5. washThe product is washed
  6. stirringby stirring with hot hexane
  7. filtrationfiltered off with suction

Sources & evidence

ORD record
ord-32636be158df45c9be4f1ec4d861f255
Source dataset
uspto-grants-2015_07
Patent number
US09090590B2

Reaction notes

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