Hydrochloric Acid → HCID 178517140, compound

HRID 656313Notes

Reaction equation

HRID 656313 reaction equation
O.O.[C:3]([OH:8])(=O)[C:4](O)=[O:5].C(O)(=O)C(O)=O.Cl.[C:16]1([NH2:23])[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[NH2:22]>O>[OH:5][C:4]1[C:3]([OH:8])=[N:23][C:16]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:22]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 971Oxalic AcidHCID 7243O-PhenylenediamineHCID 61373Oxalic acid dihydrate

Product 1

HCID 178517140HCID 178517140, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

To a 2 L flask were added 280.0 g of oxalic acid dihydrate (2.221 moles) and then 1 L of distilled water. Then the mixture was heated to 90° C. After complete dissolution of oxalic acid, 400 mL of concentrated hydrochloric acid was added, followed by addition of 220.0 g of o-phenylenediamine (2.034 moles). The temperature was maintained at 90° C. for 30 minutes with continuous stirring. Off-white crystals were formed. After cooling to room temperature, the off-white crystals were collected by filtration, washed first with water, then with methanol and dried under reduced pressure to give 315.8 g (96%) of off-white needles: mp>350° C.

Workup

  1. additionwas added
  2. temperatureThe temperature was maintained at 90° C. for 30 minutes with continuous stirring
  3. customOff-white crystals were formed
  4. temperatureAfter cooling to room temperature
  5. filtrationthe off-white crystals were collected by filtration
  6. washwashed first with water
  7. dry with materialwith methanol and dried under reduced pressure

Sources & evidence

ORD record
ord-0437ef2ac881490ca40956e42ef21e2f
Source dataset
uspto-grants-2011_12
Patent number
US08071710B2

Reaction notes

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