4-tert-Butylbenzoyl chloride → HCID 66744294, compound

HRID 535228Notes

Reaction equation

HRID 535228 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([C:22]4N=N[NH:25][N:26]=4)[CH:17]=3)[C:7]3[C:12]([C:13]=2[CH:14]=1)=[CH:11][C:10]([Br:15])=[CH:9][CH:8]=3.[C:27]([C:31]1[CH:39]=[CH:38][C:34]([C:35](Cl)=[O:36])=[CH:33][CH:32]=1)([CH3:30])([CH3:29])[CH3:28]>N1C=CC=CC=1>[Br:15][C:10]1[CH:9]=[CH:8][C:7]2[N:6]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([C:22]4[O:36][C:35]([C:34]5[CH:38]=[CH:39][C:31]([C:27]([CH3:30])([CH3:29])[CH3:28])=[CH:32][CH:33]=5)=[N:25][N:26]=4)[CH:17]=3)[C:5]3[C:13]([C:12]=2[CH:11]=1)=[CH:14][C:2]([Br:1])=[CH:3][CH:4]=3

Participants

4

Reactant 2

HCID 743724-tert-Butylbenzoyl chlorideHCID 66744318HCID 66744318, compound

Product 1

HCID 66744294HCID 66744294, compoundYield 69.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In a 50 ml two-neck flask, 2.5 g (5.33 mmol) of 3,6-dibromo-9-(3-2H-tetraazol-5-yl-phenyl)-9H-carbazole, 4.19 ml (21.45 mmol) of 4-tert-butylbenzoyl chloride, 3.5 ml of pyridine, and a stir bar were added. After the reaction was carried out with reflux under a nitrogen atmosphere for 8 hours, an extraction was conducted. The crude product was purified by column chromatography to obtain a white solid product of 3,6-dibromo-9-(3-(5-(4-tert-butyl-phenyl)-1,3,4-oxadiazol-2-yl)phenyl)-9H-carbazole (yield: 69.1%).

Workup

  1. temperaturewith reflux under a nitrogen atmosphere for 8 hours
  2. extractionan extraction
  3. customThe crude product was purified by column chromatography

Sources & evidence

ORD record
ord-af6879a096264f7b8ffe75c4dfe0689b
Source dataset
uspto-grants-2014_10
Patent number
US08859113B2

Reaction notes

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