Phthalic Anhydride → HCID 12248790, compound

HRID 1660285Notes

Reaction equation

HRID 1660285 reaction equation
[C:1]1(=[O:11])[O:6][C:4](=[O:5])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[CH3:12][C:13]1[NH:14][C:15]2[C:20]([CH:21]=1)=[CH:19][C:18](C)=[CH:17][CH:16]=2>C(Cl)CCl>[C:12]1([C:13]2[NH:14][C:15]3[C:20]([C:21]=2[C:4]([C:3]2[CH:7]=[CH:8][CH:9]=[CH:10][C:2]=2[C:1]([OH:6])=[O:11])=[O:5])=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:4]=[CH:3][CH:2]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 6811Phthalic AnhydrideHCID 709652,5-Dimethyl-1H-indole

Product 1

HCID 12248790HCID 12248790, compoundYield 65.5%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

A mixture of 5.0 g (0.034 mole) of phthalic anhydride and 5.0 g (0.034 mole) of 2,5-dimethylindole in 30 ml of ethylene dichloride was refluxed for 20 hours, cooled and the separated solid filtered off and dried to obtain 3.8 g of 2-[(2,5-dimethyl-3-indolyl)carbonyl]benzoic acid (Formula VIII: Ro =R1 =R2 =R3 =R6 =H; R5 =CH3 ; Y1 =CH3) as a pink-colored solid melting at 198°-200° C.

Workup

  1. temperaturewas refluxed for 20 hours
  2. temperaturecooled
  3. filtrationthe separated solid filtered off
  4. customdried

Sources & evidence

ORD record
ord-0eab413836244043ad7518391242b698
Source dataset
uspto-grants-1981_12
Patent number
US04307018

Reaction notes

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