3-(2,4-dichlorophenyl)prop-2-ynoic acid → HCID 68820353, compound

HRID 735065Notes

Reaction equation

HRID 735065 reaction equation
[CH2:1]([N:3]([CH2:13][CH3:14])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([NH2:12])=[CH:8][CH:7]=1)[CH3:2].[Cl:15][C:16]1[CH:21]=[C:20]([Cl:22])[CH:19]=[CH:18][C:17]=1[C:23]#[C:24][C:25](O)=[O:26].ClCCl.C(O)C.N>>[ClH:15].[CH2:13]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][C:6]1[CH:7]=[CH:8][C:9]([NH:12][C:25](=[O:26])[C:24]#[C:23][C:17]2[CH:18]=[CH:19][C:20]([Cl:22])=[CH:21][C:16]=2[Cl:15])=[CH:10][CH:11]=1)[CH3:14]

Participants

4

Reactant 3

HCID 2285093-(2,4-dichlorophenyl)prop-2-ynoic acidHCID 225692664-[2-(Diethylamino)ethyl]anilineHCID 22609213HCID 22609213, compound

Product 1

HCID 68820353HCID 68820353, compound

Procedure

Prepared analogously to Example 2.3.f. from 4-(2-diethylaminoethyl)phenylamine and (2,4-dichlorophenyl)propynoic acid. Yield: 0.3 g (47% of theory); melting point: 204° C.-208° C.; C21H22Cl2N2O (M=425.78); calc.: molecular ion peak (M+H)+: 389/391/393; found: molecular ion peak (M+H)+: 389/391/393; Rf value: 0.6 (silica gel, dichloromethane/ethanol/ammonia (5:1:0.01)).

Workup

  1. customPrepared analogously to Example 2.3.f

Sources & evidence

ORD record
ord-c5738f73bd5f42b6aa20953397de0e4d
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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