Potassium Hydroxide → HCID 86719692, compound

HRID 922664Notes

Reaction equation

[Cl:1][C:2]1[N:3]=[CH:4][NH:5][C:6]=1[Cl:7].[OH-:8].[K+].[Br:10][CH2:11][C:12]1[CH:25]=[CH:24][C:23]2[C:22](=[O:26])[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15](=[O:27])[C:14]=2[CH:13]=1>CN(C=O)C>[Br-:10].[CH3:11][C:12]1[CH:25]=[CH:24][C:23]2[C:22](=[O:26])[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15](=[O:27])[C:14]=2[C:13]=1[N+:3]1[C:2]([Cl:1])=[C:6]([Cl:7])[N:5]([C:13]2[C:14]3[C:15](=[O:8])[C:16]4[C:21](=[CH:20][CH:19]=[CH:18][CH:17]=4)[C:22](=[O:26])[C:23]=3[CH:24]=[CH:25][C:12]=2[CH3:11])[CH:4]=1

Participants

Conditions

Temperature: 80 °C

Procedure

4,5-Dichloroimidazole (0.14 g, 1.0 mmol) and potassium hydroxide (0.06 g, 1.1 mmol) will be dissolved in the minimum volume of DMF in a high-pressure vessel. The solution will be heated at 80° C. for 30 min. The vessel will be removed from heat and 2-(bromomethyl)anthraquinone (1.20 g, 4.0 mmol) will be added. If not all solid dissolves, DMF will be added until all reactants are in solution. The vessel will be sealed and heated at 100° C. for 12 h. The volatile components will be removed under reduced pressure, and the remaining mixture washed with water to remove potassium bromide. The remaining solid will be collected and should be the product.

Workup

customThe vessel will be removed
temperaturefrom heat
dissolutionIf not all solid dissolves
customThe vessel will be sealed
temperatureheated at 100° C. for 12 h
customThe volatile components will be removed under reduced pressure
washthe remaining mixture washed with water
customto remove potassium bromide
customThe remaining solid will be collected

Sources & evidence

ORD record: ord-6be74805d4c24c80a7e3c53051eaf821
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09278951B2

Reaction notes

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