3-(3-aminophenyl)-1,1-dimethylurea

Conditions: temp:-5.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: N,N-Dimethyl-3,3-dimethyl glutaramic acid (2.6 grams) and 1.5 gram triethyl amine were mixed in 150 ml tetrahydrofuran. The mixture was stirred magnetically and cooled to -5° C. Methane sulfonyl chloride (1.7 gram) was added dropwise and stirred at -5° C. for one hour. 1-(3-amino phenyl)-3,3-dimethyl urea (2.49 grams) was dissolved in 35 ml tetrahydrofuran. This solution was added dropwise and stirred for one hour at -5° C. The cooling bath was then removed. When the reaction mixture reached room temperature it was concentrated by rotary evaporation. Methylene chloride (175 ml) was added and the mixture washed once with 10 percent w/w NaOH, twice with water and dried over sodium sulfate. Rotary evaporation yields 1.1 grams of the title compound. This compound will be referred to as compound No. 3. stirred at -5° C. for one hour This solution was added dropwise stirred for one hour at -5° C The cooling bath was then removed reached room temperature was concentrated by rotary evaporation Methylene chloride (175 ml) was added the mixture washed once with 10 percent w/w NaOH, twice with water dried over sodium sulfate Rotary evaporation

Conditions: temp:-5.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: N,N-Dimethyl-3,3-dimethyl glutaramic acid (2.6 grams) and 1.5 gram triethyl amine were mixed in 150 ml tetrahydrofuran. The mixture was stirred magnetically and cooled to -5° C. Methane sulfonyl chloride (1.7 gram) was added dropwise and stirred at -5° C. for one hour. 1-(3-amino phenyl)-3,3-dimethyl urea (2.49 grams) was dissolved in 35 ml tetrahydrofuran. This solution was added dropwise and stirred for one hour at -5° C. The cooling bath was then removed. When the reaction mixture reached room temperature it was concentrated by rotary evaporation. Methylene chloride (175 ml) was added and the mixture washed once with 10 percent w/w NaOH, twice with water and dried over sodium sulfate. Rotary evaporation yields 1.1 grams of the title compound. This compound will be referred to as compound No. 3. stirred at -5° C. for one hour This solution was added dropwise stirred for one hour at -5° C The cooling bath was then removed reached room temperature was concentrated by rotary evaporation Methylene chloride (175 ml) was added the mixture washed once with 10 percent w/w NaOH, twice with water dried over sodium sulfate Rotary evaporation

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

Procedure: Ten and eight-tenths grams of 1(3'-amino phenyl) 3,3-dimethyl urea is dissolved in 100 ml. of acetone and 7.1 g. of triethylamine is added. Nine and two-tenths grams of t-butylchlorothiolformate is added dropwise with stirring. When reaction is complete, the mixture is poured into water and a viscious oil precipitated. The product is taken up in methylene dichloride and washed with dilute HCl and dried over magnesium sulfate. The methylene chloride is taken off under vacuum, leaving a solid foam. There is obtained 15.9 g., m.p. 68°-71° C., of the title compound. When reaction a viscious oil precipitated washed with dilute HCl dried over magnesium sulfate leaving a solid foam There is obtained 15.9 g

Conditions: temp:-5.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: N,N-Dimethyl-3,3-dimethyl glutaramic acid (2.6 grams) and 1.5 gram triethyl amine were mixed in 150 ml tetrahydrofuran. The mixture was stirred magnetically and cooled to -5° C. Methane sulfonyl chloride (1.7 gram) was added dropwise and stirred at -5° C. for one hour. 1-(3-amino phenyl)-3,3-dimethyl urea (2.49 grams) was dissolved in 35 ml tetrahydrofuran. This solution was added dropwise and stirred for one hour at -5° C. The cooling bath was then removed. When the reaction mixture reached room temperature it was concentrated by rotary evaporation. Methylene chloride (175 ml) was added and the mixture washed once with 10 percent w/w NaOH, twice with water and dried over sodium sulfate. Rotary evaporation yields 1.1 grams of the title compound. This compound will be referred to as compound No. 3. stirred at -5° C. for one hour This solution was added dropwise stirred for one hour at -5° C The cooling bath was then removed reached room temperature was concentrated by rotary evaporation Methylene chloride (175 ml) was added the mixture washed once with 10 percent w/w NaOH, twice with water dried over sodium sulfate Rotary evaporation