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4-Chloro-3-nitrobenzenesulfonamide → 3-Nitro-4-[2-(3-oxo-piperazin-1-yl)-ethylamino]-benzenesulfonamide

HRID 2273747
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HRID 2273747 반응식
[NH2:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][NH:7][C:6](=[O:10])[CH2:5]1.C(N(CC)CC)C.O1CCOCC1.Cl[C:25]1[CH:30]=[CH:29][C:28]([S:31]([NH2:34])(=[O:33])=[O:32])=[CH:27][C:26]=1[N+:35]([O-:37])=[O:36]>O.CN(C)C(=O)C>[N+:35]([C:26]1[CH:27]=[C:28]([S:31]([NH2:34])(=[O:32])=[O:33])[CH:29]=[CH:30][C:25]=1[NH:1][CH2:2][CH2:3][N:4]1[CH2:9][CH2:8][NH:7][C:6](=[O:10])[CH2:5]1)([O-:37])=[O:36]
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참가 물질

7

반응물 4

HCID 73244-Chloro-3-nitrobenzenesulfonamideHCID 8471TriethylamineHCID 312751,4-DioxaneHCID 71759914-(2-Aminoethyl)piperazin-2-one

생성물 1

HCID 672269623-Nitro-4-[2-(3-oxo-piperazin-1-yl)-ethylamino]-benzenesulfonamide

시약·촉매·용매 2

HCID 962Water용매
HCID 31374Dimethylacetamide용매

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온도
90 °C

실험 절차

4-(2-Amino-ethyl)-piperazin-2-one (5.51 g) and triethylamine (9.07 mL, 6.59 g) were added to 1,4-dioxane (100 mL), N,N-dimethylacetamide (20 mL), and water (10 mL) and mixed until dissolved. 4-Chloro-3-nitrobenzenesulfonamide (7.00 g) was added, and the mixture was heated to 90° C. for 16 hours. The mixture was cooled and the solvent was removed under vacuum. The crude material was purified by recrystallization from 20% methanol in dichloromethane with subsequent washing of the recrystallized solid with 10% methanol in dichloromethane followed by washing with 100% dichloromethane.

후처리

  1. additionmixed
  2. dissolutionuntil dissolved
  3. temperatureThe mixture was cooled
  4. customthe solvent was removed under vacuum
  5. customThe crude material was purified by recrystallization from 20% methanol in dichloromethane
  6. washwith subsequent washing of the recrystallized solid with 10% methanol in dichloromethane
  7. washby washing with 100% dichloromethane

출처 및 근거

ORD 기록
ord-37fa1918d9764e00b6f466ab752ee1e8
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09125913B2

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