Phthalic Anhydride → HCID 9913145, compound

HRID 1381536Notes

Reaction equation

HRID 1381536 reaction equation
C([C:3]1([CH:12]=[CH:11][C:10](N)=[C:9](CC)[CH2:8]1)[O:4][CH2:5][CH2:6]N)C.C(C1C=CC=CC=1C([C:23]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[N:25]([CH2:32][CH3:33])[C:24]=1[CH3:34])=O)(O)=O.[CH2:39]([N:41]1C2C(=CC=CC=2)[CH:43]=[C:42]1C)[CH3:40].[C:51]1(=O)[O:56][C:54](=[O:55])[C:53]2=[CH:57][CH:58]=[CH:59][CH:60]=[C:52]12.C(OC(=O)C)(=O)C>O>[CH2:39]([N:41]([CH2:42][CH3:43])[C:9]1[CH:10]=[CH:11][C:12]([C:51]2([C:23]3[C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[N:25]([CH2:32][CH3:33])[C:24]=3[CH3:34])[C:52]3[C:53](=[CH:57][CH:58]=[CH:59][CH:60]=3)[C:54](=[O:55])[O:56]2)=[C:3]([O:4][CH2:5][CH3:6])[CH:8]=1)[CH3:40]

Participants

7

Reactant 5

HCID 6811Phthalic AnhydrideHCID 7918Acetic AnhydrideHCID 1704321H-Indole, 1-ethyl-2-methyl-HCID 3084978Benzoic acid, 2-[(1-ethyl-2-methyl-1H-indol-3-yl)carbonyl]-HCID 70399978HCID 70399978, compound

Product 1

HCID 9913145HCID 9913145, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a flask were charged 0.05 mol of m-diethyl-aminophenetidine and 0.05 mol of 3-(o-carboxybenzoyl)-1-ethyl-2-methylindole obtained by reacting 1-ethyl-2-methylindole and phthalic anhydride, and 0.3 mol of acetic anhydride was added thereto, followed by heating at 60° to 80° C. The reaction proceeded rapidly, and the reaction system assumed a bluish purple color. The reaction mixture was poured into water, and the precipitated crystals were collected by filtration and recrystallized from toluene to obtain the above-named compound having a melting point of 193° C.

Workup

  1. customobtained
  2. additionwas added
  3. temperatureby heating at 60° to 80° C
  4. filtrationthe precipitated crystals were collected by filtration
  5. customrecrystallized from toluene
  6. customto obtain the above-named compound

Sources & evidence

ORD record
ord-0c901fef2f224c28af42f41cd2955d8f
Source dataset
uspto-grants-1989_02
Patent number
US04803192

Reaction notes

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