Formaldehyde → HCID 178432671, compound

HRID 232814Notes

Reaction equation

HRID 232814 reaction equation
[CH3:1][C:2]1[NH:3][CH:4]=[CH:5][N:6]=1.[CH:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9][C:8]=1[OH:17].[CH2:18]=O>C(O)(C)C>[CH3:1][C:2]1[NH:3][CH:4]=[C:5]([CH2:18][C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH:10]=[CH:9][C:8]=2[OH:17])[N:6]=1

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 86632-NaphtholHCID 127492-Methylimidazole

Product 1

HCID 178432671HCID 178432671, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To a solution of 2-methylimidazole (82.1 g, 1 mole) and 2-naphthol (144.0 g, 1 mole) in isopropanol (400.0 g), formaline (37% aqueous solution, 1 mole of CH2O) is added over a period of 30 minutes at room temperature. Thereafter, the reaction mixture is agitated for 30 minutes at room temperature, followed by agitation at 80°-84° C. for four hours. The mixture is then cooled and filtered. The filtrate is triturated and dried in vacuo at 60° C. The product (a white powder) is obtained in a yield of 92% with a melting point of 207° C., as determined by Differential Scanning Calorimetry (DSC).

Workup

  1. waitfollowed by agitation at 80°-84° C. for four hours
  2. temperatureThe mixture is then cooled
  3. filtrationfiltered
  4. customThe filtrate is triturated
  5. customdried in vacuo at 60° C
  6. customThe product (a white powder) is obtained in a yield of 92% with a melting point of 207° C.

Sources & evidence

ORD record
ord-656a10f02a39459d9e5df407a2eed949
Source dataset
uspto-grants-1997_01
Patent number
US05591811

Reaction notes

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