Triethylamine → 1-(1,2-Dimethyl-1H-imidazole-4-sulfonyl)-1H-pyrazole-4-carbaldehyde

HRID 220487

反応式

HRID 220487 の反応式
[NH:1]1[CH:5]=[C:4]([CH:6]=[O:7])[CH:3]=[N:2]1.C(N(CC)CC)C.[CH3:15][N:16]1[CH:20]=[C:19]([S:21](Cl)(=[O:23])=[O:22])[N:18]=[C:17]1[CH3:25]>C(Cl)Cl>[CH3:15][N:16]1[CH:20]=[C:19]([S:21]([N:1]2[CH:5]=[C:4]([CH:6]=[O:7])[CH:3]=[N:2]2)(=[O:23])=[O:22])[N:18]=[C:17]1[CH3:25]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 27362561,2-Dimethylimidazole-4-sulfonyl chlorideHCID 51306731H-pyrazole-4-carbaldehyde

生成物 1

HCID 866416541-(1,2-Dimethyl-1H-imidazole-4-sulfonyl)-1H-pyrazole-4-carbaldehyde

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Dissolve 1H-pyrazole-4-carboxaldehyde (0.150 g, 1.56 mmol) in DCM (5 mL). Add triethylamine (240 μL, 1.72 mmol) and 1,2-dimethyl-1H-imidazole-4-sulfonyl chloride (0.334 g, 1.72 mmol). Stir at ambient temperature for 18 hr. Concentrate, and purify via silica gel chromatography, eluting with 50:50 to 100:0 ethyl acetate:hexanes to give the title preparation (317 mg, 80%). GC-MS: m/z=254 [M+].

後処理

  1. concentrationConcentrate
  2. custompurify via silica gel chromatography
  3. washeluting with 50:50 to 100:0 ethyl acetate
  4. customhexanes to give the title
  5. custompreparation (317 mg, 80%)

出典と根拠

ORDレコード
ord-cc181fae01ce40fb981d7af70506a6a3
出典データセット
uspto-grants-2012_06
特許番号
US08202873B2

関連ノート

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