4,6-dichloro-N-ethylpyrimidin-2-amine → N-[4-(6-chloro-2-ethylamino-pyrimidin-4-ylsulfamoyl)-phenyl]-acetamide

HRID 1585686

반응식

HRID 1585686 반응식
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([NH:9][CH2:10][CH3:11])[N:3]=1.[K].[S:13]([C:17]1[CH:22]=[CH:21][C:20]([NH:23][C:24](=[O:26])[CH3:25])=[CH:19][CH:18]=1)(=[O:16])(=[O:15])[NH2:14]>CN1CCCC1=O>[Cl:8][C:6]1[N:5]=[C:4]([NH:9][CH2:10][CH3:11])[N:3]=[C:2]([NH:14][S:13]([C:17]2[CH:18]=[CH:19][C:20]([NH:23][C:24](=[O:26])[CH3:25])=[CH:21][CH:22]=2)(=[O:15])=[O:16])[CH:7]=1

참가 물질

4

반응물 2

HCID 64937354,6-dichloro-N-ethylpyrimidin-2-amineHCID 70262342N-(4-sulfamoyl-phenyl)-acetamide potassium salt

생성물 1

HCID 10809139N-[4-(6-chloro-2-ethylamino-pyrimidin-4-ylsulfamoyl)-phenyl]-acetamide수율 75%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

2.0 g (0.011 mol) of (4,6-dichloropyrimidin-2-yl)-ethylamine and 5.67 g (0.022 mol) of N-(4-sulfamoyl-phenyl)-acetamide potassium salt were stirred in 10 ml of 1-methyl-2-pyrrolidone at 140° C. for 8 hours. Then, the solvent was distilled off in a high vacuum, the residue was partitioned in ethyl acetate/water, the inorganic phase was saturated with sodium chloride and the residual ethyl acetate dissolved in the aqueous phase was distilled off on a rotary evaporator. The aqueous phase was made acid with 1N HCl, the crystals which separated were filtered off under suction and washed with water. After drying there were obtained 2.88 g (75%) of N-[4-(6-chloro-2-ethylamino-pyrimidin-4-ylsulfamoyl)-phenyl]-acetamide as beige crystals, which were used directly in the next step.

후처리

  1. distillationThen, the solvent was distilled off in a high vacuum
  2. customthe residue was partitioned in ethyl acetate/water
  3. dissolutionthe residual ethyl acetate dissolved in the aqueous phase
  4. distillationwas distilled off on a rotary evaporator
  5. customthe crystals which separated
  6. filtrationwere filtered off under suction
  7. washwashed with water
  8. customAfter drying there

출처 및 근거

ORD 기록
ord-550a64b143974903ac4b22d11da4e623
출처 데이터셋
uspto-grants-1999_08
특허 번호
US05939451

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