4,5-Dichloro-2-nitroaniline → 11,12-Dichlorodibenzo(a,c)phenazine

HRID 2398057

Reaction equation

HRID 2398057 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:6]([N+:10]([O-])=O)=[CH:7][C:8]=1[Cl:9])[NH2:5].[C:13]1(=O)[C:26]2[CH:25]=[CH:24][C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:17]=2[CH:16]=[CH:15][C:14]1=O>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:6](=[CH:7][C:8]=1[Cl:9])[N:10]=[C:25]1[C:24]([C:23]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[C:17]3[CH:16]=[CH:15][CH:14]=[CH:13][C:26]=31)=[N:5]2

Participants

4

Reactant 2

HCID 811494,5-Dichloro-2-nitroanilineHCID 30805661,2-Phenanthrenedione

Product 1

HCID 2139172611,12-Dichlorodibenzo(a,c)phenazineYield 99.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

When 0.14 mole each of 3,4-dichloro-6-nitroaniline and phenanthrenequinone were reacted by the method of Example 1, 48.8 g. (99.9 percent yield) of 11,12-dichlorodibenzo[a,c]phenazine, mp = 263°-264° C. (DMF), were obtained.

Sources & evidence

ORD record
ord-62b8c8a835d541b7b4d1a587c295f832
Source dataset
uspto-grants-1977_05
Patent number
US04024142

Linked notes

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