HCID 13750323, compound → Perylene

HRID 1049946Notes

Reaction equation

HRID 1049946 reaction equation
C([C:3]1[CH:4]=[CH:5][C:6]2[C:7]3[CH:8]=[CH:9][C:10](C#N)=[C:11]4[C:24]=3[C:15]([C:16]3[C:21]=2[C:20]=1[C:19](C#N)=[CH:18][CH:17]=3)=[CH:14][CH:13]=[C:12]4C#N)#N.[C:29]([C:31]1[CH:32]=[CH:33][C:34]2[C:35]3[CH:36]=[CH:37][C:38]([Br:55])=[C:39]4[C:52]=3[C:43]([C:44]3[C:49]=2[C:48]=1[C:47]([C:50]#[N:51])=[CH:46][CH:45]=3)=[CH:42][CH:41]=[C:40]4[C:53]#[N:54])#[N:30].BrC1C=CC2C3C=CC(Br)=C4C=3C(C3C=2C=1C(Br)=CC=3)=CC=C4Br>[N+](C1C=CC=CC=1)([O-])=O>[C:29]([C:31]1[CH:32]=[CH:33][C:34]2[C:35]3[CH:36]=[CH:37][C:38]([Br:55])=[C:39]4[C:52]=3[C:43]([C:44]3[C:49]=2[C:48]=1[C:47]([C:50]#[N:51])=[CH:46][CH:45]=3)=[CH:42][CH:41]=[C:40]4[C:53]#[N:54])#[N:30].[CH:8]1[C:7]2=[C:24]3[C:15]([C:16]4[C:21]5[C:20](=[CH:3][CH:4]=[CH:5][C:6]2=5)[CH:19]=[CH:18][CH:17]=4)=[CH:14][CH:13]=[CH:12][C:11]3=[CH:10][CH:9]=1

Participants

6

Reactant 3

HCID 13750323HCID 13750323, compoundHCID 13750324HCID 13750324, compoundHCID 13750325HCID 13750325, compound

Product 2

HCID 9142PeryleneHCID 13750324HCID 13750324, compound

Reagents, catalysts & solvents 1

HCID 7416NitrobenzeneSolvent

Procedure

DE 340091 describes the preparation of 3,4,9,10-tetracyanoperylene from 3,4,9-tricyano-10-bromoperylene. 3,4,9-tricyano-10-bromoperylene was prepared from 3,4,9,10-tetrabromo-perylene, which was obtained by bromination of perylene in nitrobenzene.

Sources & evidence

ORD record
ord-4c590126cba64309b1473d86c7bf0b09
Source dataset
uspto-grants-2016_07
Patent number
US09382264B2

Reaction notes

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