Carbon Dioxide → TG-100115

HRID 1272464Notes

Reaction equation

HRID 1272464 reaction equation
S(O)(O)(=O)=O.[NH2:6][C:7]1[N:12]=[C:11]([NH2:13])[C:10]([NH2:14])=[C:9]([NH2:15])[N:8]=1.C(=O)(O)[O-].[Na+].C(=O)=O.[OH:24][C:25]1[CH:26]=[C:27]([C:31]([C:33]([C:35]2[CH:40]=[CH:39][CH:38]=[C:37]([OH:41])[CH:36]=2)=O)=O)[CH:28]=[CH:29][CH:30]=1>O>[OH:24][C:25]1[CH:26]=[C:27]([C:31]2[N:14]=[C:10]3[C:11](=[N:13][C:33]=2[C:35]2[CH:40]=[CH:39][CH:38]=[C:37]([OH:41])[CH:36]=2)[N:12]=[C:7]([NH2:6])[N:8]=[C:9]3[NH2:15])[CH:28]=[CH:29][CH:30]=1

Participants

6

Reactant 4

HCID 280Carbon DioxideHCID 79358Tetraaminopyrimidine sulfateHCID 516892Sodium BicarbonateHCID 13158606Bis(3-hydroxyphenyl)ethane-1,2-dione

Product 1

HCID 10427712TG-100115

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

4.76 g (20.0 mmol) of 2,4,5,6-tetraaminopyrimidine sulfate was added in small portions to a solution of 3.36 g (40.0 mmol) sodium bicarbonate in 100 mL of water with vigorous stirring. A brisk evolution of CO2 gas was observed. The resulting suspension was heated to 80° C. and 4.84 g (20.0 mmol) of 3,3′-dihydroxybenzil was added to the mixture. The reaction mixture was refluxed for 3 hours, at which point a bright-yellow precipitate was formed in abundance.

Workup

  1. temperatureThe reaction mixture was refluxed for 3 hours, at which point a bright-yellow precipitate
  2. customwas formed in abundance

Sources & evidence

ORD record
ord-522b09ee20b4459ea396a9b1905b0c9f
Source dataset
uspto-grants-2007_04
Patent number
US07208493B2

Reaction notes

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