Formaldehyde → 104880-54-8

HRID 1459282Notes

Reaction equation

HRID 1459282 reaction equation
[CH2:1]=[O:2].[C:3](=[O:6])([O-])[O-].[K+].[K+].[CH3:9][NH:10][C:11]1[N:16]=[C:15]([NH:17][CH3:18])[N:14]=[C:13]([NH:19][CH3:20])[N:12]=1>>[OH:2][CH2:1][N:19]([CH3:20])[C:13]1[N:12]=[C:11]([N:10]([CH2:3][OH:6])[CH3:9])[N:16]=[C:15]([NH:17][CH3:18])[N:14]=1

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 11430Potassium CarbonateHCID 178042,4,6-Trimethylmelamine

Product 1

HCID 10198476104880-54-8

Procedure

To a 3% w/v aqueous solution of formaldehyde (15 ml) was added potassium carbonate (691 mg, 5 mmol) then trimethylmelamine (841 mg, 5 mmol). The reaction mixture was stirred at room temperature until the initially clear solution (pH 11.5) became cloudy (2-3 h) then set aside overnight (16 h). The white granular solid which separated was recovered by filtration, washed with water (4×5 ml) and the product dried in vacuo over anhydrous CaCl2. Yield 593 mg (52%); 1H-NMR spectrum δH (Me2SO-d6) 2.75 (app d, 3, HNCH3), 4.99 (br s, 4, HOCH2), 5.36 (br s, 2, OH) 6.61 (br s, 1, NH); mass spectrum (FAB; glycerol/thioglycerol matrix) m/z 229 ([M+H]+, 70%), 211 (229-H2O, 100%), 199 (229-CH2O, 35 %), 181 (199-H2O, 50%), 169 (199-CH2O, 30%). Anal. C8H16N6O2 requires C. 42.10; H, 7.07; N, 36.82: found C, 41.87; H, 7.01; N, 36.55%.

Workup

  1. customcloudy (2-3 h)
  2. custom(16 h)
  3. customThe white granular solid which separated
  4. filtrationwas recovered by filtration
  5. washwashed with water (4×5 ml)
  6. dry with materialthe product dried in vacuo over anhydrous CaCl2

Sources & evidence

ORD record
ord-373de670c6cb4ebdbb10c80715855b58
Source dataset
uspto-grants-1998_12
Patent number
US05854244

Reaction notes

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