N-bromobutanimide → HCID 86606378, compound

HRID 251756Notes

Reaction equation

HRID 251756 reaction equation
[CH:1]1[C:14]2[C:5](=[CH:6][C:7]3[C:12]([C:13]=2[C:15]2[CH:20]=[C:19]([C:21]4[C:30]5[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=5)[CH:24]=[CH:23][CH:22]=4)[C:18]([C:31]4[N:36]=[CH:35][CH:34]=[CH:33][N:32]=4)=[CH:17][CH:16]=2)=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:4]=[CH:3][CH:2]=1.[Br:37]N1C(=O)CCC1=O>CN(C)C=O>[Br:37][C:6]1[C:5]2[C:14](=[CH:1][CH:2]=[CH:3][CH:4]=2)[C:13]([C:15]2[CH:20]=[C:19]([C:21]3[C:30]4[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=4)[CH:24]=[CH:23][CH:22]=3)[C:18]([C:31]3[N:32]=[CH:33][CH:34]=[CH:35][N:36]=3)=[CH:17][CH:16]=2)=[C:12]2[C:7]=1[CH:8]=[CH:9][CH:10]=[CH:11]2

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 86606379HCID 86606379, compound

Product 1

HCID 86606378HCID 86606378, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Dissolving 8.5 g (19 mmol) of 4-anthracen-9-yl-6-naphthalen-1-yl-phenyl-pyrimidine obtained in the foregoing step (2) into 100 milliliter of N,N-dimethylformamide, and adding 3.6 g (20 mmol) of N-bromosuccinimide, stirred at room temperature for 8 hours. After completion of the reaction, precipitated solids were separated by filtration and washed with water and methanol, thereby obtaining 7.2 g of 4-(10-bromo-anthracen-9-yl)-6-naphthalen-1-yl-phenyl-pyrimidine (yield: 73%).

Workup

  1. customAfter completion of the reaction
  2. customprecipitated solids
  3. customwere separated by filtration
  4. washwashed with water and methanol

Sources & evidence

ORD record
ord-9d62c47c58ff41cc9b5e6e3b16d5c78e
Source dataset
uspto-grants-2011_01
Patent number
US07867629B2

Reaction notes

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