반응 #44820

반응 방정식

isothiocyanate

thiourea

thiophosgene

dicyclohexylcarbodiimide

NaHCO3

→

2-aminobenzimidazole

용매

THF

dichloromethane

반응 조건

후처리

1. 1
   기타prepared
2. 2
   기타evaporated to dryness
3. 3
   기타The resulting thiourea was then purified by e.g. column chromatography
4. 4
   기타reacted further as crude material
5. 5
   workup.STIRRINGstirred
6. 6
   온도at reflux temperature overnight
7. 7
   추출the solution extracted with EtOAc
8. 8
   건조The combined organic phases were dried (MgSO4)
9. 9
   여과filtered
10. 10
    농축concentrated in vacuo

실험 절차

A mixture of an isothiocyanate (prepared by reacting the corresponding amine with thiophosgene) and a suitably substituted phenylenediamine in dry dichloromethane was stirred at rt overnight and evaporated to dryness. The resulting thiourea was then purified by e.g. column chromatography or reacted further as crude material. Thus, the thiourea was dissolved in THF, added a coupling reagent such as dicyclohexylcarbodiimide (DCC), and stirred at reflux temperature overnight. Aqueous NaHCO3 was added and the solution extracted with EtOAc. The combined organic phases were dried (MgSO4), filtered and concentrated in vacuo to give the crude 2-aminobenzimidazole which was subsequently purified by column chromatography or preparative LCMS.

출처