Formaldehyde → HCID 13520018, compound

HRID 1155287Notes

Reaction equation

HRID 1155287 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]=[CH:11][N:10]=[CH:9]2)=[CH:4][C:3]=1[N+:13]([O-:15])=[O:14].[CH2:16]=[O:17]>O>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]=[CH:11][N:10]=[C:9]2[CH2:16][OH:17])=[CH:4][C:3]=1[N+:13]([O-:15])=[O:14]

Participants

4

Reactant 2

HCID 712Formaldehyde2×HCID 23311313HCID 23311313, compound

Product 1

HCID 13520018HCID 13520018, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a sealed tube, 12 g of 1-(4-methyl-3-nitrophenyl)-imidazole was reacted with 12 ml of 37% formalin at 140° C. for 12 hours, and 6 ml of 37% formalin was further added and reaction was conducted for 9 hours under the same conditions as described above. The reaction mixture was cooled and water was added thereto. The precipitated crystal was recovered by filtration, dried and recrystallized from dimethyl formamide to obtain 10.2 g of the intended compound having a melting point of 185° C. Elementary analysis values as C11H11N3O4 were as follows.

Workup

  1. customreaction
  2. temperatureThe reaction mixture was cooled
  3. filtrationThe precipitated crystal was recovered by filtration
  4. customdried
  5. customrecrystallized from dimethyl formamide

Sources & evidence

ORD record
ord-723d08d2ef304f74bf6b6e83bfb3b53c
Source dataset
uspto-grants-1981_11
Patent number
US04301169

Reaction notes

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