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1,1'-Thiocarbonyldiimidazole → HCID 178455021, 화합물

HRID 1696618
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HRID 1696618 반응식
[C:1](N1C=CN=C1)(N1C=CN=C1)=[S:2].[C:13]([Si:17]([CH3:28])([CH3:27])[O:18][C:19]1[CH:24]=[CH:23][C:22]([NH2:25])=[C:21]([NH2:26])[CH:20]=1)([CH3:16])([CH3:15])[CH3:14]>O1CCCC1>[SH:2][C:1]1[NH:26][C:21]2[CH:20]=[C:19]([O:18][Si:17]([C:13]([CH3:16])([CH3:15])[CH3:14])([CH3:28])[CH3:27])[CH:24]=[CH:23][C:22]=2[N:25]=1
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참가 물질

4

반응물 2

HCID 802641,1'-ThiocarbonyldiimidazoleHCID 672786584-((tert-Butyldimethylsilyl)oxy)benzene-1,2-diamine

생성물 1

HCID 178455021HCID 178455021, 화합물수율 70.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

1,1′-Thiocarbonyldiimidazole (1.87 g, 10.5 mmol) is added by portions to a solution of 4-(tert-butyl-dimethyl-silanyloxy)-ortho-phenylenediamine (2.5 g, 10.5 mmol) in 25 ml of tetrahydrofuran and the mixture is stirred at room temperature for 16 hours. The reaction mixture is then concentrated under reduced pressure, dissolved in 300 ml of ethyl acetate and washed with water (2×100 ml). The organic phase is then dried over MgSO4, filtered and concentrated. The residue is triturated in diisopropylether and pentane and dried under vacuum to yield 2.07 g of 2-mercapto-5-(tert-butyl-dimethyl-silanyloxy)-benzimidazole. Yield=70%. Analytical LC/MS (method B): retention time=4.79 min. m/z=281.36 (positive ion mode).

후처리

  1. concentrationThe reaction mixture is then concentrated under reduced pressure
  2. dissolutiondissolved in 300 ml of ethyl acetate
  3. washwashed with water (2×100 ml)
  4. dry with materialThe organic phase is then dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue is triturated in diisopropylether
  8. dry with materialpentane and dried under vacuum

출처 및 근거

ORD 기록
ord-3cf862c53c2c4cf7bf839a79b0a45fc4
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08163768B2

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