Formaldehyde → 4-(2-Chlorophenyl)-1-(hydroxymethyl)-1H-pyrrole-3-carbonitrile
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:12]([C:13]#[N:14])=[CH:11][NH:10][CH:9]=1.[CH2:15]=[O:16]>C(N(CC)CC)C>[OH:16][CH2:15][N:10]1[CH:11]=[C:12]([C:13]#[N:14])[C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])=[CH:9]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 90 °C
Procedure
60.8 g of 3-(2-chlorophenyl)-4-cyanopyrrole, 9.9 g of paraformaldehyde and 0.8 g of triethylamine are thoroughly mixed and and the mixture is then heated, with stirring, at a bath temperature of 90° C. The resultant melt is cooled to room temperature after 11/4 hours, when it congeals to a glass-like solid. Recrystallisation from toluene yields the title compound in the form of brownish crystals of m.p. 94°-97° C.
Workup
- temperaturethe mixture is then heated
- temperatureThe resultant melt is cooled to room temperature after 11/4 hours, when it
- customRecrystallisation from toluene
Sources & evidence
- ORD record
- ord-21a6f0eb51ee4d82affee7fc86034e8c
- Source dataset
- uspto-grants-1986_01
- Patent number
- US04567052
Reaction notes
Loading…