Malononitrile → HCID 69620618, compound

HRID 1826981Notes

Reaction equation

HRID 1826981 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=[CH:3][C:2]=1[CH:11]=O.[C:13](#[N:17])[CH2:14][C:15]#[N:16].[OH:18][C:19]1[CH:27]=[CH:26][CH:25]=[C:24]2[C:20]=1[CH:21]=[CH:22][NH:23]2>>[NH2:16][C:15]1[O:18][CH:19]2[C:20]3[C:24](=[CH:25][CH:26]=[C:27]2[CH:11]([C:2]2[CH:3]=[N:4][C:5]4[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=4)[N:1]=2)[C:14]=1[C:13]#[N:17])[N:23]=[CH:22][CH:21]=3

Participants

4

Reactant 3

HCID 8010MalononitrileHCID 754211H-indol-4-olHCID 594088Quinoxaline-2-carbaldehyde

Product 1

HCID 69620618HCID 69620618, compoundYield 79%

Procedure

The title compound was prepared from quinoxaline-2-carbaldehyde, malononitrile and 4-hydroxyindole by a procedure similar to Example 57 in 79% yield. 1H-NMR (Acetone-d6): 10.54 (brs, 1H), 8.86 (s, 1H), 8.07 (m, 2H), 7.86 (m, 3H), 7.39 (t, J=2.74, 5.49 Hz, 1H), 7.17 (dd, J=8.51, 0.82 Hz, 1H), 6.81 (dd, J=8.51 Hz, 1H), 6.61 (m, 1H), 6.51 (s, 2H), 5.25 (s, 1H).

Sources & evidence

ORD record
ord-ebed6efbd6a046918d02eb4693ebd06d
Source dataset
uspto-grants-2006_05
Patent number
US07053117B2

Reaction notes

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