1-Ethyl-2-methyl-1H-benzo[G]indole → 3-(1-ethyl-2-methylindol-3-yl)-3-(1-ethyl-2-methyl-1H-benz[g]indol-3-yl)-4,5,6,7-tetrachlorophthalide
Reaction equation
[CH2:1]([N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12](=[O:26])[C:13]2[C:18]([Cl:19])=[C:17]([Cl:20])[C:16]([Cl:21])=[C:15]([Cl:22])[C:14]=2[C:23]([OH:25])=O)=[C:4]1[CH3:27])[CH3:2].[CH2:28]([N:30]1[C:38]2[C:33](=[CH:34][CH:35]=[C:36]3[CH:42]=[CH:41][CH:40]=[CH:39][C:37]3=2)[CH:32]=[C:31]1[CH3:43])[CH3:29]>C(OC(=O)C)(=O)C>[CH2:1]([N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]2([C:32]3[C:33]4[C:38](=[C:37]5[CH:39]=[CH:40][CH:41]=[CH:42][C:36]5=[CH:35][CH:34]=4)[N:30]([CH2:28][CH3:29])[C:31]=3[CH3:43])[C:13]3[C:14](=[C:15]([Cl:22])[C:16]([Cl:21])=[C:17]([Cl:20])[C:18]=3[Cl:19])[C:23](=[O:25])[O:26]2)=[C:4]1[CH3:27])[CH3:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of about 4.5 grams of 1-ethyl-2-methyl-3-(2-carboxy-3,4,5,6-tetrachlorobenzoyl)indole and about 3.2 grams of 1-ethyl-2-methyl-1H-benz[g]indole in 50 milliliters of acetic anhydride is heated at 90° C. for about four hours. The product is isolated as disclosed previously. 2.0 grams of the title compound is obtained having a melting point of 170°-177° C. A solution of the product imparts a purple color to paper coated with a phenolic resin or silton clay or a combination of the two. The calculated analysis for C34H26N2Cl4O2, the title compound, is C, 64.17%; H, 4.12%; N, 4.40%; and Cl, 22.28%. Found, on analysis: C, 64.33%; H, 4.19%; N, 4.49%; Cl, 22.37%.
Workup
- customThe product is isolated
Sources & evidence
- ORD record
- ord-63b533fa7ebf4babace1ef3ea2259b53
- Source dataset
- uspto-grants-1977_04
- Patent number
- US04016174
Reaction notes
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