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Potassium Carbonate → HCID 22063952, 화합물

HRID 1828182
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HRID 1828182 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]2[CH:13]=[CH:14][C:15]([CH:17]=[O:18])=[CH:16][C:11]=2[N:10]([CH3:19])[C:9]1=[O:20].C1(C)C=CC(S([CH:30]([N+:38]#[C-:39])[C:31]2[CH:32]=[C:33]([CH3:37])[CH:34]=[CH:35][CH:36]=2)(=O)=O)=CC=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12]2[CH:13]=[CH:14][C:15]([C:17]3[O:18][CH:39]=[N:38][C:30]=3[C:31]3[CH:32]=[C:33]([CH3:37])[CH:34]=[CH:35][CH:36]=3)=[CH:16][C:11]=2[N:10]([CH3:19])[C:9]1=[O:20]
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 220638451-[Isocyano(4-methylbenzene-1-sulfonyl)methyl]-3-methylbenzeneHCID 22063864HCID 22063864, 화합물

생성물 1

HCID 22063952HCID 22063952, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A slurry of 1-(2-chloro-phenyl)-3-methyl-2-oxo-2,3-dihydro-1H-benzoimidazole-5-carbaldehyde (prepared as described previously, 100 mg, 0.35 mmol), [(toluene-4-sulfonyl)-m-tolyl-methyl]-isonitrile (prepared as described previously, 110 mg, 0.38 mmol) and potassium carbonate (53.1 mg, 0.38 mmol) in DMF was heated to 60° C. overnight. The reaction mixture was cooled to room temperature and quenched with water. The resulting aqueous solution was extracted with ethyl acetate and the combined organic extracts were washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to afford a brown oil. Purification by HPLC (30–80% acetonitrile/water gradient) afforded 40 mg of the title compound. MS (M+1)=416.3

후처리

  1. customquenched with water
  2. extractionThe resulting aqueous solution was extracted with ethyl acetate
  3. washthe combined organic extracts were washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo
  6. customto afford a brown oil
  7. customPurification by HPLC (30–80% acetonitrile/water gradient)

출처 및 근거

ORD 기록
ord-a40842c0dd22468194d8e6cbacde037c
출처 데이터셋
uspto-grants-2006_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07056918B2

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