N,N-dimethyl-1,1-bis(phenylmethoxy)methanamine

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In 8 ml of toluene, 229 mg (1.00 mmol) of 5-amino-3-(3-nitro-phenyl)-1H-pyrazole-4-carbonitrile and 317 μl of N,N-dimethylformamide dibenzylacetal are boiled overnight. Cooling, filtering the suspension and washing with hexane yield N'-[3-(3-nitrophenyl)-4-cyano-1H-pyrazol-5-yl]-N,N-dimethylformamidine; m.p. 221-225° C.; TRet (Grad22-100)=8.7. Cooling filtering the suspension washing with hexane

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: In 1 ml of toluene, 57.3 mg (0.25 mmol) of 5-amino-3-(4-nitro-phenyl)-1H-pyrazole-4-carbonitrile and 79.3 μl of N,N-dimethylformamide dibenzylacetal are boiled overnight. Filtering of the suspension and washing with hexane yield N'-[3-(4-nitro-phenyl)-4-cyano-1H-pyrazol-5-yl]-N,N-dimethylformamidine; TLC: Rf =0.15 (ethyl acetate:hexane=2:1); TRet (Grad20-100)=8.8. Filtering of the suspension washing with hexane

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 0.10 mole of 4-acetylpyridine and 0.12 mole of N,N-dimethylformamide dibenzylacetal in benzene was refluxed for 8 hours, giving 3-dimethylamino-1-(4-pyridinyl)-2-propen-1-one. was refluxed for 8 hours