Sodium Bicarbonate → HCID 135485500, compound

HRID 1272470Notes

Reaction equation

HRID 1272470 reaction equation
Cl.Cl.[OH:3][C:4]1[CH:5]=[C:6]([C:11]2[N:12]=[C:13]3[C:18](=[N:19][C:20]=2[C:21]2[CH:26]=[CH:25][C:24]([OH:27])=[C:23]([OH:28])[CH:22]=2)[N:17]=[C:16]([NH2:29])[N:15]=[C:14]3[NH2:30])[CH:7]=[CH:8][C:9]=1[OH:10].C([O-])(O)=O.[Na+]>O>[OH:3][C:4]1[CH:5]=[C:6]([C:11]2[N:12]=[C:13]3[C:18](=[N:19][C:20]=2[C:21]2[CH:26]=[CH:25][C:24]([OH:27])=[C:23]([OH:28])[CH:22]=2)[N:17]=[C:16]([NH2:29])[N:15]=[C:14]3[NH2:30])[CH:7]=[CH:8][C:9]=1[OH:10]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 135610096HCID 135610096, compound

Product 1

HCID 135485500HCID 135485500, compoundYield 96.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

105.0 mg (0.253 mmol) of 6,7-bis(3,4-dihydroxyphenyl)-pteridine-2,4-diamine dihydrochloride salt was dissolved in 3 mL of water and 42.53 mg of solid NaHCO3 was added to this solution. The reaction mixture was stirred for 30 min. A slurry of yellow precipitate was formed, it was centrifuged down and solvent was decanted. The dark-yellow residue was dissolved in 3 mL of MeOH and added dropwise to 40 mL of diethyl ether. The formed yellow precipitate was collected, washed with ether and dried in vacuo to give 92.5 mg (96.5% yield) of the product as a yellow, fluffy powder. 97% purity by LC/MS (230 DAD). Mass-spec [M+H+]=379.3. 1H NMR (MeOH-d4) 6.68–6.73 (2H, dd), 6.79–6.81 (1H, dd), 6.84–6.86 (1H, dd), 6.93 (1H, d), 7.03 (1H, d).

Workup

  1. customA slurry of yellow precipitate was formed
  2. customsolvent was decanted
  3. dissolutionThe dark-yellow residue was dissolved in 3 mL of MeOH
  4. additionadded dropwise to 40 mL of diethyl ether
  5. customThe formed yellow precipitate was collected
  6. washwashed with ether
  7. customdried in vacuo

Sources & evidence

ORD record
ord-27685d3c60d8433fa16b1e30798c4f9e
Source dataset
uspto-grants-2007_04
Patent number
US07208493B2

Reaction notes

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