Oxalic Acid → HCID 20034510, compound

HRID 231115Notes

Reaction equation

HRID 231115 reaction equation
[CH2:1]([O:3][CH2:4][CH2:5][C:6]1[CH:24]=[CH:23][C:9]([O:10][CH2:11][CH2:12][NH:13][C:14]2[C:15]3[CH:22]=[CH:21][S:20][C:16]=3[N:17]=[CH:18][N:19]=2)=[C:8]([CH3:25])[CH:7]=1)[CH3:2].[C:26]([OH:31])(=[O:30])[C:27]([OH:29])=[O:28]>CC(C)=O>[C:26]([OH:31])(=[O:30])[C:27]([OH:29])=[O:28].[CH2:1]([O:3][CH2:4][CH2:5][C:6]1[CH:24]=[CH:23][C:9]([O:10][CH2:11][CH2:12][NH:13][C:14]2[C:15]3[CH:22]=[CH:21][S:20][C:16]=3[N:17]=[CH:18][N:19]=2)=[C:8]([CH3:25])[CH:7]=1)[CH3:2]

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 13910162HCID 13910162, compound

Product 1

HCID 20034510HCID 20034510, compoundYield 87.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

3.6 g of 4-{2-[4-(2-ethoxyethyl)-2-methylphenoxy]ethylamino}thieno[2,3-d]pyrimidine were dissolved in 30 ml of acetone, and 0.9 g of anhydrous oxalic acid dissolved in 30 ml of acetone was added thereto. Reaction occurred at once, and crystals separated. The mixture was stirred for a further 30 minutes whilst heating. The mixture was cooled, and the crystals were collected by filtration and recrystallized from acetone to give 3.9 g of the title compound as colorless columnar crystals melting at 151°-152° C.

Workup

  1. additionwas added
  2. customReaction
  3. customseparated
  4. temperaturewhilst heating
  5. temperatureThe mixture was cooled
  6. filtrationthe crystals were collected by filtration
  7. customrecrystallized from acetone

Sources & evidence

ORD record
ord-a1a9c68ba756471fa71dd3bf7f89da53
Source dataset
uspto-grants-1989_07
Patent number
US04845097

Reaction notes

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