Tetrachlorophthalic anhydride → HCID 21284003, compound

HRID 543031Notes

Reaction equation

HRID 543031 reaction equation
[Cl:1][C:2]1[C:3]([Cl:15])=[C:4]([Cl:14])[C:5]([Cl:13])=[C:6]2[C:11](=[O:12])[O:10][C:8](=[O:9])[C:7]=12.[CH3:16][O:17][CH2:18][CH2:19][N:20]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH:22]=[C:21]1[CH3:29]>C(O)(=O)C>[CH3:16][O:17][CH2:18][CH2:19][N:20]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[C:22]([C:11]([C:6]2[C:5]([Cl:13])=[C:4]([Cl:14])[C:3]([Cl:15])=[C:2]([Cl:1])[C:7]=2[C:8]([OH:10])=[O:9])=[O:12])=[C:21]1[CH3:29]

Participants

4

Reactant 2

HCID 8326Tetrachlorophthalic anhydrideHCID 141495881H-Indole, 1-(2-methoxyethyl)-2-methyl-

Product 1

HCID 21284003HCID 21284003, compoundYield 112%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Proceeding in a manner similar to that described in part A of Example 8 above, 30.0 g of tetrachlorophthalic anhydride was interacted with 40.0 g of 1-(2-methoxyethyl)-2-methylindole in 75.0 ml of glacial acetic acid at approximately 110° C. for approximately one hour to obtain 55.83 g of 2-[1-(2-methoxyethyl)-2-methylindol-3-yl]carbonyl-3, 4, 5, 6-tetrachlorobenzoic acid, (Formula V: R=CH3OC2H4 ; R1 =CH3 ; X=Cl4 ; Y=H), a pale yellow solid which melted at 182°-184° C. A significant infrared maximum appeared at 1750 (C=O;s).

Sources & evidence

ORD record
ord-1364d6e5f1d44e10aedc05cb431c84b0
Source dataset
uspto-grants-1987_04
Patent number
US04660060

Reaction notes

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