Hexylamine → HCID 9964532, compound

HRID 1883457Notes

Reaction equation

Br[C:2]1[CH:3]=[C:4]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.[CH2:11]([NH2:17])[CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]>>[N+:8]([C:4]1[CH:3]=[C:2]([CH:7]=[CH:6][CH:5]=1)[NH:17][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])([O-:10])=[O:9]

Participants

Reactant 2

HCID 8102Hexylamine

HCID 11457Benzene, 1-bromo-3-nitro-

Product 1

HCID 9964532HCID 9964532, compoundYield 59.4%

Procedure

Using the general procedure, 3-bromonitrobenzene (202 mg, 1.0 mmol) was coupled with n-hexylamine (198 μL, 1.5 mmol) at 100° C. for 22 h. Purification of the crude product by column chromatography on silica gel using hexane/ethyl acetate (6:1) as eluent afforded the desired product as a light yellow solid (132 mg, 59% yield). Rf=0.5 (hexane/ethyl acetate=5:1).

Workup

customPurification of the crude product by column chromatography on silica gel

Sources & evidence

ORD record: ord-d89696cc876e4d268f0cefca433b16e2
Source dataset: uspto-grants-2004_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06759554B2

Reaction notes

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