1,2-Benzenedicarbonitrile, 4-nitro- → 4-Phenoxyphthalonitrile

HRID 2632

Reaction equation

HRID 2632 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N+]([O-])=O)=[CH:5][C:4]=1[C:12]#[N:13])#[N:2].[O-:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[Na+]>CN(C)C=O>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([O:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:5][C:4]=1[C:12]#[N:13])#[N:2]

Participants

4

Reactant 2

HCID 974431,2-Benzenedicarbonitrile, 4-nitro-HCID 4445035Phenolate Sodium

Product 1

HCID 3718004-PhenoxyphthalonitrileYield 49%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The procedure of Example 35 was followed except that 1,2-dicyano-4-nitrobenzene (1.0 part) was used in place of the 1,2-dicyano-3-nitrobenzene, 1.0 parts instead of 2.79 parts of sodium phenoxide and 20 parts instead of 50 parts of dimethylformamide were used. 1,2-Dicyano-4-phenoxybenzene (0.6 parts, 49%) was obtained as a white solid, m.pt.98°-100° C.

Sources & evidence

ORD record
ord-690d3f8480e44e9f98c5d08baf524723
Source dataset
uspto-grants-1998_03
Patent number
US05730759

Linked notes

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