3-Chloro-4-(2-diethylaminoethoxy)phenylamine → HCID 57845845, compound

HRID 735084Notes

Reaction equation

HRID 735084 reaction equation
[C:1]1([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][C:4]([C:7]#[C:8][C:9](Cl)=[O:10])=[CH:3][CH:2]=1.[Cl:18][C:19]1[CH:32]=[C:31]([NH2:33])[CH:30]=[CH:29][C:20]=1[O:21][CH2:22][CH2:23][N:24]([CH2:27][CH3:28])[CH2:25][CH3:26].ClCCl.CO.N>>[Cl:18][C:19]1[CH:32]=[C:31]([NH:33][C:9](=[O:10])[C:8]#[C:7][C:4]2[CH:5]=[CH:6][C:1]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:2][CH:3]=2)[CH:30]=[CH:29][C:20]=1[O:21][CH2:22][CH2:23][N:24]([CH2:27][CH3:28])[CH2:25][CH3:26]

Participants

4

Reactant 3

HCID 167916763-Chloro-4-(2-diethylaminoethoxy)phenylamineHCID 21584172Ammonia methanol dichloromethaneHCID 86070401Biphenyl-4-ylpropynoic acid chloride

Product 1

HCID 57845845HCID 57845845, compound

Procedure

Prepared analogously to Example 4.1.d. from biphenyl-4-ylpropynoic acid chloride and [2-(2-chloro-4-aminophenoxy)ethyl]diethylamine. Yield: 0.28 g (31.3% of theory); melting point: 105° C.-108° C.; C27H27ClN2O2 (M=446.98); calc.: molecular ion peak (M+H)+: 447/449; found: molecular ion peak (M+H)+: 447/449; Rf value: 0.5 (silica gel, dichloromethane/methanol/ammonia (9:1:0.1)).

Workup

  1. customPrepared analogously to Example 4.1.d

Sources & evidence

ORD record
ord-046cfb0860694ad4b776b0332256add1
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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