Phthalic Anhydride → HCID 12248790, compound

HRID 1660284Notes

Reaction equation

HRID 1660284 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: Ro =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-40eaacb86adb427d8b275a6d3f2825b5
Source dataset
uspto-grants-1981_12
Patent number
US04307018

Reaction notes

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