반응 #66632

반응 방정식

iodine monochloride

5-(2-isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine

iodine monochloride

NaHCO3

Water

→

5-(5-iodo-2-isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine

수율 93.0%

용매

acetic acid

acetic acid

acetic acid

반응 조건

후처리

1. 1
   workup.STIRRINGThe reaction mixture was stirred for an additional hour at room temperature
2. 2
   추출extracted into dichloromethane
3. 3
   건조The organic layer was dried over Na2SO4
4. 4
   여과filtered
5. 5
   농축concentrated in vacuo
6. 6
   기타The residue was purified via flash chromatography (5% CH3OH in CH2CL2 with 0.1% NH4OH)

실험 절차

To a solution of 5-(2-isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine (0.40 g, 1.44 mmol) in glacial acetic acid (4 ml) at room temperature was added a solution of iodine monochloride (0.28 g, 1.76 mmol) in glacial acetic acid (4 ml). Water (6 ml) was also added, and the reaction was stirred for 16 hours, after which another portion of iodine monochloride (0.4 g, 2.47 mmol) in glacial acetic acid (4 ml) was added. The reaction mixture was stirred for an additional hour at room temperature. The acidic mixture was basified with saturated NaHCO3 solution and extracted into dichloromethane. The organic layer was dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified via flash chromatography (5% CH3OH in CH2CL2 with 0.1% NH4OH) to give 5-(5-iodo-2-isopropyl-4-methoxy-phenoxy)-pyrimidine-2,4-diamine as beige colored solid (0.536 g, 92%). M+H 400.

출처