Oxalic acid dihydrate → HCID 19842243, compound

HRID 280534Notes

Reaction equation

HRID 280534 reaction equation
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]([CH2:11][C:12]([OH:14])=O)[N:3]1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[CH2:21]([N:28]1[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.O.O.[C:36]([OH:41])(=[O:40])[C:37]([OH:39])=[O:38]>CO>[C:36]([OH:41])(=[O:40])[C:37]([OH:39])=[O:38].[CH2:21]([N:28]1[CH2:33][CH2:32][N:31]([C:12]([CH2:11][CH:4]2[C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[C:2](=[O:1])[N:3]2[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)=[O:14])[CH2:30][CH2:29]1)[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

5

Reactant 3

HCID 61373Oxalic acid dihydrateHCID 759941-BenzylpiperazineHCID 14815076(3-Oxo-2-phenyl-2,3-dihydro-1H-isoindol-1-yl)acetic acid

Product 1

HCID 19842243HCID 19842243, compoundYield 83.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

An oily product (4.3 g), which was prepared from 2.67 g of 3-oxo-2-phenylisoindoline-1-acetic acid and 1.94 g of 1-benzylpiperazine in the same manner as Example 3, was dissolved in 4 ml of methanol, and to this solution a solution of 1.5 g of oxalic acid dihydrate in 6 ml of methanol was added, and the crystals precipitated were collected by filtration. Yield, 4.90 g; m.p. 207°-210° C. (recrystallization from methanol).

Workup

  1. customthe crystals precipitated
  2. filtrationwere collected by filtration
  3. customYield
  4. customm.p. 207°-210° C. (recrystallization from methanol)

Sources & evidence

ORD record
ord-b091346a2bc04a26a90089ccfa11ca86
Source dataset
uspto-grants-1986_05
Patent number
US04590189

Reaction notes

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