Hydrochloric Acid → HCID 54684418, compound

HRID 845422Notes

Reaction equation

HRID 845422 reaction equation
C[O:2][C:3](=[O:23])[CH2:4][N:5]1[CH2:9][C:8]([OH:10])=[C:7]([C:11]2[CH2:15][N:14]([CH2:16][C:17]([O:19]C)=[O:18])[C:13](=[O:21])[CH:12]=2)[C:6]1=[O:22].[OH-].[Na+].Cl>O>[OH:10][C:8]1[CH2:9][N:5]([CH2:4][C:3]([OH:23])=[O:2])[C:6](=[O:22])[C:7]=1[C:11]1[CH2:15][N:14]([CH2:16][C:17]([OH:19])=[O:18])[C:13](=[O:21])[CH:12]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 70415888HCID 70415888, compound

Product 1

HCID 54684418HCID 54684418, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

6.5 g (0.02 mol) of 1,1',5,5'-tetrahydro-4-hydroxy-2,2'-dioxo-[3,4'-bi-2H-pyrrole]-1,1'-diacetic acid dimethyl ester are stirred in 100 ml of water and 20 ml of concentrated aqueous sodium hydroxide solution for 12 hours at 90°. The solution is then rendered strongly acidic with concentrated aqueous hydrochloric acid solution while cooling with an ice-water bath. The resulting suspension is stirred for a further 2 hours in order to complete the reaction, then filtered, washed with water and acetone and dried under a high vacuum. 1,1',5,5'-tetrahydro-4-hydroxy-2,2'-dioxo[3,4'-bi-2H-pyrrole]-1,1'-diacetic acid is obtained in the form of white microcrystals having a melting point of 268° (decomposition).

Workup

  1. temperaturewhile cooling with an ice-water bath
  2. customthe reaction
  3. filtrationfiltered
  4. washwashed with water and acetone
  5. customdried under a high vacuum

Sources & evidence

ORD record
ord-fcca2d6c96154f8a96803fb6f8d0cb9b
Source dataset
uspto-grants-1988_07
Patent number
US04758575

Reaction notes

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