Hydrochloric Acid → Methyl 4-(N-(benzofuran-5-ylmethyl)sulfamoyl)benzoate

HRID 73057

반응식

HRID 73057 반응식
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][NH2:11])=[CH:9][C:4]=2[CH:3]=[CH:2]1.Cl[S:13]([C:16]1[CH:25]=[CH:24][C:19]([C:20]([O:22][CH3:23])=[O:21])=[CH:18][CH:17]=1)(=[O:15])=[O:14].Cl>C(Cl)Cl>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][NH:11][S:13]([C:16]3[CH:17]=[CH:18][C:19]([C:20]([O:22][CH3:23])=[O:21])=[CH:24][CH:25]=3)(=[O:15])=[O:14])=[CH:9][C:4]=2[CH:3]=[CH:2]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 27951821-Benzofuran-5-ylmethylamineHCID 4738388Methyl 4-(Chlorosulfonyl)benzoate

생성물 1

HCID 66837840Methyl 4-(N-(benzofuran-5-ylmethyl)sulfamoyl)benzoate수율 55%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of benzofuran-5-ylmethanamine (6.5 g, 28 mmol) in DCM (100 mL) was added methyl 4-(chlorosulfonyl)benzoate (4.1 g, 28 mmol) in portion wise at 0° C., and the mixture was stirred at room temperature for 3 hrs. The mixture was added 2 M aqueous HCl (80 mL) to give a white suspension. A half volume of DCM was removed by nitrogen flow, and the precipitates were collected by filtration, washed with water, and the solid was dried in vacuo at 50° C. to give 5.3 g (55% yield) of the titled compound as a off-white solid. The filtrate formed a suspension, which was collected by filtration, washed with water, and the solid was dried in vacuo at 50° C. to give 3.4 g (35% yield) of the titled compound as a pale brown white solid.

후처리

  1. customto give a white suspension
  2. customA half volume of DCM was removed by nitrogen flow
  3. filtrationthe precipitates were collected by filtration
  4. washwashed with water
  5. customthe solid was dried in vacuo at 50° C.

출처 및 근거

ORD 기록
ord-d6962fdbf85542c599111db05d8ec0f7
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829026B2

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