4-Chloro-1,2-diaminobenzene → 11-Chlorodibenzo[a,c]phenazine

HRID 461668

Reaction equation

HRID 461668 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[C:4]([NH2:9])[CH:3]=1.[C:10]1(=O)[C:23]2[CH:22]=[CH:21][C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14]=2[CH:13]=[CH:12][C:11]1=O>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:6][CH:7]=1)[N:8]=[C:22]1[C:21]([C:20]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:23]=31)=[N:9]2

Participants

3

Reactant 2

HCID 72634-Chloro-1,2-diaminobenzeneHCID 30805661,2-Phenanthrenedione

Product 1

HCID 62880011-Chlorodibenzo[a,c]phenazineYield 83%

Procedure

When one-tenth mole each of 4-chloro-o-phenylenediamine and phenanthrenequinone were reacted by the method of Example 7(A), 26 g. (83 percent yield) of 11-chlorodibenzo[a,c]phenazine, mp = 241°-242° C. were obtained.

Sources & evidence

ORD record
ord-15352c3975c94a84af14713927d29e7a
Source dataset
uspto-grants-1977_12
Patent number
US04064127

Linked notes

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