تفاعل #3266

معادلة التفاعل

4-Methylamino-2-methylsulfanyl-5-pyrimidine-methanol

sodium dichromate-dihydrate

sodium dichromate-dihydrate

→

4-methylamino-2-methylsulfanyl-5-pyrimidinecarboxaldehyde

المردود 30.2%

المذيبات

acetic acid

acetic acid

acetic acid

ظروف التفاعل

المعالجة

1. 1
   أخرىAfter a total reaction time of 3.5 hours, the bright yellow solid was removed by filtration
2. 2
   workup.ADDITIONWater (30 mL) was added to the filtrate
3. 3
   درجة الحرارةThe mixture was cooled in the refrigerator for 30 minutes
4. 4
   أخرىThe precipitate was collected
5. 5
   workup.DISSOLUTIONdissolved in ethyl acetate
6. 6
   تجفيفthe solution was dried over MgSO4
7. 7
   ترشيحFiltration and concentration in vacuo

الإجراء التجريبي

4-Methylamino-2-methylsulfanyl-5-pyrimidine-methanol (2.40 g, 13.0 mmol) in 7 mL of acetic acid was added to a solution of sodium dichromate-dihydrate (1.30 g, 4.4 mmol) in 6 mL of acetic acid. After 2 hours at room temperature, additional sodium dichromate-dihydrate (0.3 g, 1.0 mmol) in 1 mL of acetic acid was added. After a total reaction time of 3.5 hours, the bright yellow solid was removed by filtration. Water (30 mL) was added to the filtrate, followed by aqueous ammonium hydroxide until basic (pH 9.0). The mixture was cooled in the refrigerator for 30 minutes. The precipitate was collected and dissolved in ethyl acetate, and the solution was dried over MgSO4. Filtration and concentration in vacuo gave 0.72 g (30%) of 4-methylamino-2-methylsulfanyl-5-pyrimidinecarboxaldehyde; mp 99°-101° C.

المصدر