반응 #167364

반응 방정식

ethylacetate

triphosgene

benzothiazol-6-ylamine

2,2-dimethoxy-ethylamine

→

1-Benzothiazol-6-yl-3-(2,2-dimethoxy-ethyl)-urea

용매

THF

THF

hexane

반응 조건

후처리

1. 1
   workup.WAITthe stirring was continued for a further 18 hours at room temperature
2. 2
   농축The reaction mixture was concentrated
3. 3
   기타the concentrate was partitioned between ethylacetate and water
4. 4
   세척The organic layer was washed with water, brine solution
5. 5
   건조dried over Na2SO4
6. 6
   농축concentrated
7. 7
   기타Purification by column chromatography on silica gel (100% ethylacetate)

실험 절차

TEA (185 mL, 1.3315 mmol) and triphosgene (138 mg, 0.4660 mmol) were added to a solution of benzothiazol-6-ylamine (200 mg, 1.3315 mmol) in THF (20 mL) at 0° C. The resulting mixture was stirred at room temperature for 3 hours. This was followed by the addition of 2,2-dimethoxy-ethylamine (173 mL, 1.5978 mmol) in THF and TEA (185 mL, 1.3315 mmol) and the stirring was continued for a further 18 hours at room temperature. The reaction was monitored by TLC (50% ethylacetate in hexane). The reaction mixture was concentrated and the concentrate was partitioned between ethylacetate and water. The organic layer was washed with water, brine solution, dried over Na2SO4 and concentrated. Purification by column chromatography on silica gel (100% ethylacetate) afforded 300 mg of 1-Benzothiazol-6-yl-3-(2,2-dimethoxy-ethyl)-urea (80.21% yield).

출처