Diethyl (ethoxymethylene)malonate → HCID 178469583, compound

HRID 1466980Notes

Reaction equation

HRID 1466980 reaction equation
[O:1]([C:8]1[CH:14]=[CH:13][C:11]([NH2:12])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O:17][CH:18]=[C:19]([C:25](OCC)=O)[C:20]([O:22][CH2:23][CH3:24])=[O:21])C>>[OH:17][C:18]1[C:10]2[C:11](=[CH:13][CH:14]=[C:8]([O:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH:9]=2)[N:12]=[CH:25][C:19]=1[C:20]([O:22][CH2:23][CH3:24])=[O:21]

Participants

3

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 8764(4-Aminophenoxy)benzene

Product 1

HCID 178469583HCID 178469583, compound

Procedure

Prepared as in Example 1c from 4-phenoxyaniline and diethyl 2-(ethoxymethylene)malonate as a white solid (41%). 1H NMR (400 MHz, DMSO-d6) δ 1.24 (t, J=8.0 Hz, 3H), 4.18 (q, J=8.0 Hz, 2H), 7.07 (d, J=8.0 Hz, 2H), 7.20 (t, J=8.0 Hz, 1H), 7.43 (t, J=8.0 Hz, 2H), 7.47 (m, 2H), 7.69 (d, J=12.0 Hz, 1H), 12.39 (bs, 1H). MS 310 (MH+).

Sources & evidence

ORD record
ord-cdf9a629c2834a8f9931f8fd409ada14
Source dataset
uspto-grants-2015_04
Patent number
US09000054B2

Reaction notes

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