Dichloromethane methanol → 2-chloro-N'-[2-(4-methylpiperidin-1-yl)ethyl]benzene-1,4-diamine

HRID 735116Notes

Reaction equation

HRID 735116 reaction equation
Cl[C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[NH:11][CH2:12][CH2:13][N:14]1[CH2:19][CH2:18][CH:17]([CH3:20])[CH2:16][CH2:15]1.[Cl:21]CCl.CO>>[Cl:21][C:5]1[CH:4]=[C:3]([NH:11][CH2:12][CH2:13][N:14]2[CH2:19][CH2:18][CH:17]([CH3:20])[CH2:16][CH2:15]2)[CH:2]=[CH:7][C:6]=1[NH2:8]

Participants

3

Reactant 2

HCID 21226129Dichloromethane methanolHCID 55828782(2-Chloro-4-nitrophenyl)-[2-(4-methylpiperidin-1-yl)ethyl]amine

Product 1

HCID 688178732-chloro-N'-[2-(4-methylpiperidin-1-yl)ethyl]benzene-1,4-diamine

Procedure

Prepared analogously to Example 3.1.b. from (2-chloro-4-nitrophenyl)-[2-(4-methylpiperidin-1-yl)ethyl]amine. Yield: 7 g (89.3% of theory); C14H22ClN3 (M=267.80); calc.: molecular ion peak (M+H)+: 268/270; found: molecular ion peak (M+H)+: 268/270; Rf value: 0.6 (Alox, dichloromethane/methanol (49:1)).

Workup

  1. customPrepared analogously to Example 3.1.b

Sources & evidence

ORD record
ord-5ef646f006e84f2e8b645677e44c9009
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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