Cyclopropanemethanamine → HCID 29274404, compound

HRID 1817886Notes

Reaction equation

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

Participants

Reactant 2

HCID 75646Cyclopropanemethanamine

HCID 770041,4-Dibromo-2-nitrobenzene

Product 1

HCID 29274404HCID 29274404, compoundYield 100%

Conditions

Temperature: 80 °C

Procedure

A mixture of 1,4-dibromo-2-nitrobenzene (750 mg, 2.7 mmol) and cyclopropanemethylamine (579 μL, 6.7 mmol) was stirred at 80° C. for 18 h. The mixture was purified by column chromatography on silica gel (ethyl acetate as eluent) to afford the title compound (723 mg, 100%) as an orange solid.

Workup

customThe mixture was purified by column chromatography on silica gel (ethyl acetate as eluent)

Sources & evidence

ORD record: ord-7bec13a499fd44a8930a5f9c899416f2
Source dataset: uspto-grants-2009_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07598393B2

Reaction notes

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