Kynuramine → HCID 131727780, compound

HRID 1675643Notes

Reaction equation

HRID 1675643 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1F)([O-:3])=[O:2].[CH:11]1[CH:12]=[CH:13][C:14]([NH2:22])=[C:15]([C:17]([CH2:19][CH2:20][NH2:21])=[O:18])[CH:16]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[NH2:22][C:14]1[CH:13]=[CH:12][CH:11]=[CH:16][C:15]=1[C:17]([CH:19]([C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2])[CH2:20][NH2:21])=[O:18]

Participants

5

Reactant 3

HCID 9692KynuramineHCID 11430Potassium CarbonateHCID 738951-Fluoro-2-nitrobenzene

Product 1

HCID 131727780HCID 131727780, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2 ml of 2-nitro-fluorobenzene were reacted in 20 ml DMF, at room temperature, with 5 g of kynuramine and 3 g of potassium carbonate, to yield the desired product; reaction time was 2 h. The reaction mixture was placed in 250 ml of water and stirred. It was extracted into ethylacetate (2×100 ml), ethylacetate layer was washed twice with water (50 ml), dried with sodium sulphate and the solvent was distilled off. The crude material was purified by column chromatograpy run with ethylacetate and hexane mixture (1:9).

Sources & evidence

ORD record
ord-b33af666f17541a49d8606105c8dcdd6
Source dataset
uspto-grants-2011_08
Patent number
US08003702B2

Reaction notes

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