반응 #1834597

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Benzenesulfonyl isocyanate

Benzenesulfonyl isocyanate

HCl

triethylamine

1-(2-Amino-ethyl)-3-(4-methyl-benzo[b]thiophen-3-ylmethyl)-1,3-dihydro-benzimidazol-2-one

→

title compound

수율 76.4%

N-[(2-{3-[(4-methyl-1-benzothien-3-yl)methyl]-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl}ethyl)carbamoyl]benzenesulfonamide

수율 76.4%

용매

water

DCM

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후처리

1. 1
   workup.STIRRINGthe mixture is further stirred for 30 min
2. 2
   추출The mixture is extracted with EtOAc (3×20 mL)
3. 3
   건조dried (Na2SO4)
4. 4
   농축concentrated
5. 5
   기타to give crude product
6. 6
   기타Purification by preparative TLC

실험 절차

1-(2-Amino-ethyl)-3-(4-methyl-benzo[b]thiophen-3-ylmethyl)-1,3-dihydro-benzimidazol-2-one (28 mg, 0.083 mmol) is added into DCM (1.0 mL) at room temperature and triethylamine (0.014 mL, 0.10 mmol) is added. Then Benzenesulfonyl isocyanate (0.014 mL, 0.10 mmol) is added into the above reaction mixture. After stirring for 2 hr, another 0.014 mL of Benzenesulfonyl isocyanate is added and the mixture is further stirred for 30 min. Then 1.0 mL of 1.0M HCl is added along with 5 mL of water. The mixture is extracted with EtOAc (3×20 mL) and the organic layers are combined, dried (Na2SO4) and concentrated to give crude product. Purification by preparative TLC affords 33 mg (76%) of the title compound. LCMS (ESMS): m/z 521.17 (M+H+).

출처