Malononitrile → HCID 69003177, compound

HRID 490839Notes

Reaction equation

HRID 490839 reaction equation
[N+:1]([C:4]1[S:8][C:7]([CH:9]=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].[C:11](#[N:15])[CH2:12][C:13]#[N:14].[OH:16][C:17]1[CH:25]=[CH:24][CH:23]=[C:22]2[C:18]=1[CH:19]=[CH:20][N:21]2[CH3:26]>>[NH2:14][C:13]1[O:16][C:17]2[C:25]([CH:9]([C:7]3[S:8][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=3)[C:12]=1[C:11]#[N:15])=[CH:24][CH:23]=[C:22]1[N:21]([CH3:26])[CH:20]=[CH:19][C:18]=21

Participants

4

Reactant 3

HCID 8010MalononitrileHCID 782815-Nitrothiophene-2-carboxaldehydeHCID 158257394-Hydroxy-1-methylindole

Product 1

HCID 69003177HCID 69003177, compound

Procedure

The title compound was prepared from 5-nitrothiophene-2-carboxaldehyde, malononitrile and 4-hydroxy-1-methyl-indole similar to Example 22, yielded 0.002 g (9%) of a brown solid. 1H-NMR (CDCl3): 7.70 (dd, J=17.0, 3.8 Hz, 1H), 7.12 (m, J=8.2, 4.1, 2.7 Hz, 2H), 6.99 (d, J=4.1 Hz, 1H), 6.91 (d, J=8.2 Hz, 1H), 6.56 (d, J=2.7 Hz, 1H), 5.14 (s, 1), 4.88 (brs, 2H), 3.80 (s, 3H).

Sources & evidence

ORD record
ord-3790676d5c4f4e7db383678c94aedaa4
Source dataset
uspto-grants-2009_05
Patent number
US07528164B2

Reaction notes

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