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Hydrochloric Acid → HCID 21845569、化合物

HRID 619029
ノート
印刷プレビュー

反応式

HRID 619029 の反応式
Br.[CH3:2][O:3][C:4]1[CH:5]=[C:6]([C:12]2[N:13]=[C:14]([NH2:17])[S:15][CH:16]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH3:11].[C:18]1([CH3:28])[CH:23]=[CH:22][C:21]([S:24](Cl)(=[O:26])=[O:25])=[CH:20][CH:19]=1.Cl>N1C=CC=CC=1>[CH3:2][O:3][C:4]1[CH:5]=[C:6]([C:12]2[N:13]=[C:14]([NH:17][S:24]([C:21]3[CH:22]=[CH:23][C:18]([CH3:28])=[CH:19][CH:20]=3)(=[O:26])=[O:25])[S:15][CH:16]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH3:11]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 73974-Toluenesulfonyl chlorideHCID 21845589HCID 21845589、化合物

生成物 1

HCID 21845569HCID 21845569、化合物収率 65%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A mixture of 0.5 g of 4-(3,4-dimethoxy-phenyl)-thiazol-2-ylamine hydrobromide with 0.33 g of p-toluenesulfonyl chloride was stirred overnight with 2 ml of pyridine. The resulting, red colored solution was poured into 50 ml of 1N hydrochloric acid and extracted three times with 50 ml of methylene chloride each time. The organic extracts were combined, dried with magnesium sulphate and concentrated. The residue was chromatographed on 35 g of Kieselgel 60 with diethyl ether as the eluent. The product-containing fractions were concentrated, dissolved in 40 ml of 50% ethanol by the addition of a small amount of 2N sodium hydroxide solution and precipitated with 2N hydrochloric acid at pH 6. 0.4 g of N-[4-(3,4-dimethoxy-phenyl)-thiazol-2-yl]-4-methyl-benzenesulfonamide was obtained as colorless crystals.

後処理

  1. extractionextracted three times with 50 ml of methylene chloride each time
  2. dry with materialdried with magnesium sulphate
  3. concentrationconcentrated
  4. customThe residue was chromatographed on 35 g of Kieselgel 60 with diethyl ether as the eluent
  5. concentrationThe product-containing fractions were concentrated
  6. dissolutiondissolved in 40 ml of 50% ethanol by the addition of a small amount of 2N sodium hydroxide solution
  7. customprecipitated with 2N hydrochloric acid at pH 6

出典と根拠

ORDレコード
ord-2823f480e7824be1b0f29732f0d2b848
出典データセット
uspto-grants-1999_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05958910

反応ノート

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