Phthalic Anhydride → HCID 12248790, compound

HRID 1449099Notes

Reaction equation

HRID 1449099 reaction equation
CO[C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7]([CH3:12])=[CH:6]2.[C:13]1(=[O:23])[O:18][C:16](=[O:17])[C:15]2=[CH:19][CH:20]=[CH:21][CH:22]=[C:14]12>C(Cl)CCl>[C:12]1([C:7]2[NH:8][C:9]3[C:5]([C:6]=2[C:16]([C:15]2[CH:19]=[CH:20][CH:21]=[CH:22][C:14]=2[C:13]([OH:18])=[O:23])=[O:17])=[CH:4][CH:3]=[CH:11][CH:10]=3)[CH:5]=[CH:4][CH:3]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 6811Phthalic AnhydrideHCID 706425-Methoxy-2-methylindole

Product 1

HCID 12248790HCID 12248790, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

A mixture of 5.0 g (0.03 mole) of 5-methoxy-2-methylindole and 4.6 g (0.03 mole) of phthalic anhydride in 25 ml of ethylene dichloride was refluxed for ten hours, cooled to room temperature and the separated solid was collected by filtration and dried to obtain 2-[(2-methyl-5-methoxy-3-indolyl)carbonyl]benzoic acid (Formula VIII: R°=R1 =R2 =R3 =R6 =H; R5 =CH3 ; Y1 =OCH3), as a pale pink-colored solid which decomposed at 203°-204° C. The nuclear magnetic resonance and infrared spectra were consistent with the assigned structure.

Workup

  1. temperaturewas refluxed for ten hours
  2. filtrationthe separated solid was collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-80d8dad740494c32965138a5960aee5d
Source dataset
uspto-grants-1980_02
Patent number
US04189171

Reaction notes

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