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4-Chloro-3-nitrobenzenesulfonamide → HCID 22660807, 화합물

HRID 392988
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HRID 392988 반응식
Cl[C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[CH:15]1([NH2:21])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1.C(N(CC)CC)C>C(#N)C>[CH:15]1([NH:21][C:2]2[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][C:3]=2[N+:12]([O-:14])=[O:13])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1
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참가 물질

5

반응물 3

HCID 73244-Chloro-3-nitrobenzenesulfonamideHCID 7965CyclohexylamineHCID 8471Triethylamine

생성물 1

HCID 22660807HCID 22660807, 화합물수율 91.3%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A solution of 4-chloro-3-nitro-benzene sulfonamide (5.49 g, 23.2 mmol), cyclohexylamine (4.00 mL, 35.0 mmol), and triethylamine (5.0 mL, 35 mmol) in acetonitrile (75 mL) was refluxed overnight under nitrogen atmosphere. The reaction mixture was concentrated almost to dryness. The residue was diluted in ethyl acetate and washed with 1N hydrochloric acid (1×) and saturated NaHCO3 (1×). The organic layer was dried (MgSO4) and concentrated on a rotary evaporator. The residue was filtered and washed with hexane to give the product as a yellow solid (6.34 g, 91%). ESI-MS m/e 300.1 (M+1).

후처리

  1. concentrationThe reaction mixture was concentrated almost to dryness
  2. additionThe residue was diluted in ethyl acetate
  3. washwashed with 1N hydrochloric acid (1×) and saturated NaHCO3 (1×)
  4. dry with materialThe organic layer was dried (MgSO4)
  5. concentrationconcentrated on a rotary evaporator
  6. filtrationThe residue was filtered
  7. washwashed with hexane

출처 및 근거

ORD 기록
ord-5bd9cdf0e1f144139a452e9d647772cc
출처 데이터셋
uspto-grants-2004_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06803374B2

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