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Triethylamine → N-(2,3-dihydro-1-benzofuran-5-yl)-4-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine-1-carboxamide

HRID 2262913
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HRID 2262913 반응식
[C:1]1([C:7]2[N:11]=[C:10]([N:12]3[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)[S:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.[CH2:25]1[C:29]2[CH:30]=[C:31]([N:34]=[C:35]=[O:36])[CH:32]=[CH:33][C:28]=2[O:27][CH2:26]1>O1CCCC1>[O:27]1[C:28]2[CH:33]=[CH:32][C:31]([NH:34][C:35]([N:15]3[CH2:16][CH2:17][N:12]([C:10]4[S:9][N:8]=[C:7]([C:1]5[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=5)[N:11]=4)[CH2:13][CH2:14]3)=[O:36])=[CH:30][C:29]=2[CH2:25][CH2:26]1
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 27761565-Isocyanato-2,3-dihydro-1-benzofuranHCID 27777601-(3-Phenyl-(1,2,4)thiadiazol-5-yl)-piperazine

생성물 1

HCID 68777778N-(2,3-dihydro-1-benzofuran-5-yl)-4-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine-1-carboxamide수율 81%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 1-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine (200 mg, 0.812 mmol) and triethylamine (0.113 ml, 0.812 mmol) in tetrahydrofuran (2 ml) was added 2,3-dihydrobenzo[b]furan-5-isocyanate (197 mg, 1.22 mmol), and the mixture was stirred at room temperature for 1 hour. The solvent was distilled off under reduced pressure, and the residue was recrystallized from a mixed solvent of hexane and ethyl acetate to give 268 mg (81.0%) of the desired product as a solid.

후처리

  1. distillationThe solvent was distilled off under reduced pressure
  2. customthe residue was recrystallized from a mixed solvent of hexane and ethyl acetate

출처 및 근거

ORD 기록
ord-d73d2e2fba5643e2a0e5576daec91958
출처 데이터셋
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07851473B2

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