4-Bromobenzohydrazide → HCID 58068495, compound

HRID 574034Notes

Reaction equation

Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1.[Br:12][C:13]1[CH:22]=[CH:21][C:16]([C:17]([NH:19][NH2:20])=O)=[CH:15][CH:14]=1>C1(C)C=CC(C)=CC=1>[Br:12][C:13]1[CH:22]=[CH:21][C:16]([C:17]2[N:3]3[CH:4]=[CH:5][C:6]4[C:11]([C:2]3=[N:20][N:19]=2)=[CH:10][CH:9]=[CH:8][CH:7]=4)=[CH:15][CH:14]=1

Participants

Conditions

Temperature: 100 °C

Procedure

To a 50-mL three-neck flask were added 0.8 g (5.0 mmol) of 1-chloroisoquinoline, 1.1 g (5.0 mmol) of 4-bromobenzoylhydrazine, and 10 mL of para-xylene. This mixture was stirred at 100° C. for 4 hours under a nitrogen stream. After a predetermined time elapsed, this mixture was cooled to room temperature, and the precipitated solid was collected by suction filtration. The obtained solid was purified by silica gel column chromatography (chloroform:ethyl acetate=10:1), so that the substance which was the object of the synthesis was obtained as 0.5 g of a white powder in 29% yield.

Workup

temperaturethis mixture was cooled to room temperature
filtrationthe precipitated solid was collected by suction filtration
customThe obtained solid was purified by silica gel column chromatography (chloroform:ethyl acetate=10:1), so that the substance which

Sources & evidence

ORD record: ord-af3fa5372a7b4aa9b4e4d737b9892dda
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09034486B2

Reaction notes

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