1-Iodo-4-nitrobenzene → N-(2-Morpholinoethyl)-4-nitroaniline

HRID 912309

Reaction equation

I[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[N:11]1([CH2:17][CH2:18][NH2:19])[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1>>[N:11]1([CH2:17][CH2:18][NH:19][C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=2)[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1

Participants

Reactant 2

HCID 124951-Iodo-4-nitrobenzene

HCID 4082852-Morpholinoethylamine

Product 1

HCID 21975017N-(2-Morpholinoethyl)-4-nitroaniline

Procedure

Using 1-iodo-4-nitro-benzene (500 mg) instead of 1-bromo-3-nitro-benzene, and 2-morpholin-4-yl-ethylamine (316 mg) instead of morpholine, in the same manner as Step A in Example 1-D-105, the desired compound was obtained (315 mg, 62%).

Sources & evidence

ORD record: ord-c9778792c6ff4dbf887d9eba5c9b4b50
Source dataset: uspto-grants-2011_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08022205B2

Linked notes

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