반응 #420297

반응 방정식

3-iodobenzylamine hydrochloride salt

4-isothiocyanatobenzenesulfonamide

triethylamine

→

desired product

4-(3-(3-iodobenzyl)thioureido)benzenesulfonamide

용매

acetonitrile

반응 조건

후처리

1. 1
   온도The reaction mixture became warm
2. 2
   기타a clear solution resulted
3. 3
   농축was concentrated
4. 4
   기타the crude solid recrystallized from methanol/water
5. 5
   기타to afford a white solid
6. 6
   여과The solid was filtered
7. 7
   세척washed with hexanes

실험 절차

To a suspension of 4-isothiocyanatobenzenesulfonamide (378 mg, 1.76 mmol) in dry acetonitrile (10 mL) and triethylamine (0.3 mL, 4.0 mmol) was added 3-iodobenzylamine hydrochloride salt (476 mg, 1.76 mmol). The reaction mixture became warm and a clear solution resulted. After stirring for 2 h the reaction was concentrated and the crude solid recrystallized from methanol/water to afford a white solid. The solid was filtered and washed with hexanes to afford the desired product MIP-1139 (715 mg, 91%). 1H NMR (400 MHz, DMSO-d6) δ 9.95 (br, 1H), 8.48 (br, 1H), 7.74-7.61 (m, 5H), 7.36-7.12 (m, 3H), 4.70 (m, 2H); (M+H)+ (448).

출처