2-Pentanamine → [4-(2,4-Dichloro-phenyl)-3-nitro-pyridin-2-yl]-(1-methyl-butyl)-amine

HRID 1831493Notes

Reaction equation

Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=2[Cl:18])[CH:5]=[CH:4][N:3]=1.[CH3:19][CH:20]([NH2:24])[CH2:21][CH2:22][CH3:23]>>[Cl:18][C:12]1[CH:13]=[C:14]([Cl:17])[CH:15]=[CH:16][C:11]=1[C:6]1[CH:5]=[CH:4][N:3]=[C:2]([NH:24][CH:20]([CH3:19])[CH2:21][CH2:22][CH3:23])[C:7]=1[N+:8]([O-:10])=[O:9]

Participants

Reactant 2

HCID 122462-Pentanamine

HCID 220521022-Chloro-4-(2,4-dichloro-phenyl)-3-nitro-pyridine

Product 1

HCID 22052043[4-(2,4-Dichloro-phenyl)-3-nitro-pyridin-2-yl]-(1-methyl-butyl)-amineYield 87%

Procedure

2-Chloro-4-(2,4-dichloro-phenyl)-3-nitro-pyridine (0.20 g, 0.66 mmol) and 1-methyl-butylamine (0.11 g, 1.32 mmol) were treated substantially as described in Part D of Example 9 to produce 0.20 g (87%) of crude [4-(2,4-dichloro-phenyl)-3-nitro-pyridin-2-yl]-(1-methyl-butyl)-amine: MS (AP) m/z 354.2 [(M+H)+, 100].

Sources & evidence

ORD record: ord-995d45a089e14ff49da4dcbea1423842
Source dataset: uspto-grants-2006_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07067658B2

Reaction notes

Loading…