Sodium Hydroxide → HCID 12282573, compound

HRID 2397530Notes

Reaction equation

HRID 2397530 reaction equation
[NH2:1][C:2]1[C:3]([C:14](=[O:21])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[C:4]([CH3:13])[NH:5][C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[OH-].[Na+].[C:24]1(=[O:38])[N:28]([CH2:29][C:30](Cl)=[O:31])[C:27](=[O:33])[C:26]2=[CH:34][CH:35]=[CH:36][CH:37]=[C:25]12>C(Cl)(Cl)Cl>[C:14]([C:3]1[C:2]([NH:1][C:30](=[O:31])[CH2:29][N:28]2[C:27](=[O:33])[C:26]3=[CH:34][CH:35]=[CH:36][CH:37]=[C:25]3[C:24]2=[O:38])=[C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[NH:5][C:4]=1[CH3:13])(=[O:21])[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 812422H-Isoindole-2-acetyl chloride, 1,3-dihydro-1,3-dioxo-HCID 3042143(4-amino-2-methyl-5-phenyl-1H-pyrrol-3-yl)-phenylmethanone

Product 1

HCID 12282573HCID 12282573, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

4-Amino-3-benzoyl-2-methyl-5-phenylpyrrole (22.4 g.) is dissolved in 1400 ml. of chloroform and 160 ml. of 1N sodium hydroxide are added to the mixture. By keeping the temperature at 0°-5° C., 17.6 g. of phthalimidoacetyl chloride in 120 ml. of chloroform are added with stirring. After one hour the reaction mixture is cooled and the solid precipitated is recovered on filter and then crystallized from ethanol. Yield 27.8 g.; M.p. 288°-90° C.

Workup

  1. customat 0°-5° C.
  2. temperatureAfter one hour the reaction mixture is cooled
  3. customthe solid precipitated
  4. customis recovered
  5. filtrationon filter
  6. customcrystallized from ethanol

Sources & evidence

ORD record
ord-376fa9ea4a83434cac792b16f325c34e
Source dataset
uspto-grants-1977_05
Patent number
US04022766

Reaction notes

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