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Hydrochloric Acid → HCID 178527452、化合物

HRID 631866
ノート
印刷プレビュー

反応式

HRID 631866 の反応式
C([Sn](Cl)(CCCC)CCCC)CCC.[N-:15]=[N+:16]=[N-:17].[Na+].[C:19]([C:21]1[C:30]2[CH2:29][CH2:28][CH2:27][CH2:26][C:25]=2[CH:24]=[CH:23][C:22]=1[NH:31][S:32]([C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)(=[O:34])=[O:33])#[N:20].Cl>CN(C=O)C.[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[NH:15]1[C:19]([C:21]2[C:30]3[CH2:29][CH2:28][CH2:27][CH2:26][C:25]=3[CH:24]=[CH:23][C:22]=2[NH:31][S:32]([C:35]2[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=2)(=[O:34])=[O:33])=[N:20][N:17]=[N:16]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 15096Tributyltin ChlorideHCID 33557Sodium AzideHCID 68296403HCID 68296403、化合物2 回

生成物 1

HCID 178527452HCID 178527452、化合物収率 5%

試薬・触媒・溶媒 2

HCID 74236Tetrabutylammonium Bromide
触媒
HCID 6228Dimethylformamide溶媒

反応条件

温度
220 °C

実験手順

Tri-n-butyl tin chloride (0.16 mL) was added to a solution of sodium azide (0.039 g) in DMF (0.6 mL) and the mixture was stirred for 5 minutes. Tetra-butyl ammonium bromide (0.0065 g) was then added, followed by N-(1-cyano-5,6,7,8-tetrahydronaphthalen-2-yl)benzenesulfonamide (Intermediate 1, 0.177 g). The mixture was heated by microwave irradiation at 220° C. for 1 hour. The solution was then acidified with 1N hydrochloric acid and the products were extracted into DCM, dried with magnesium sulfate and filtered. The filtrate was evaporated to dryness and the residue was purified by preparative HPLC (C18). The fractions containing the desired product were combined, and the solvent was removed by evaporation to give the title compound as a beige solid (0.01 g).

後処理

  1. extractionthe products were extracted into DCM
  2. dry with materialdried with magnesium sulfate
  3. filtrationfiltered
  4. customThe filtrate was evaporated to dryness
  5. customthe residue was purified by preparative HPLC (C18)
  6. additionThe fractions containing the desired product
  7. customthe solvent was removed by evaporation

出典と根拠

ORDレコード
ord-c9e28d41af594154b24334a6db0551f5
出典データセット
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09321740B2

反応ノート

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