Triethylamine → 2-Acetamido-thiazole-5-sulfonic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide

HRID 900878ノート

反応式

HRID 900878 の反応式
[NH2:1][C:2]([CH3:6])([CH3:5])[CH2:3][OH:4].[C:7]([NH:10][C:11]1[S:12][C:13]([S:16](Cl)(=[O:18])=[O:17])=[CH:14][N:15]=1)(=[O:9])[CH3:8].C(N(CC)CC)C>O1CCOCC1>[OH:4][CH2:3][C:2]([NH:1][S:16]([C:13]1[S:12][C:11]([NH:10][C:7](=[O:9])[CH3:8])=[N:15][CH:14]=1)(=[O:17])=[O:18])([CH3:6])[CH3:5]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 118072-Amino-2-methyl-1-propanolHCID 3502612-Acetamido-1,3-thiazole-5-sulfonyl chloride

生成物 1

HCID 866071042-Acetamido-thiazole-5-sulfonic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide収率 59%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

To a stirred solution of 2-amino-2-methyl-1-propanol (1.11 g, 12.5 mmol) in dioxane (20 ml) was added at 0° C. (ice water bath) 2-acetamido-thiazole-5-sulfonyl chloride [CAS No. 69812-30-2; commercially available] (1.0 g, 4.15 mmol) and triethylamine (0.64 ml, 4.57 mmol). The light yellow suspension was stirred at room temperature for 17 h, and evaporated. The crude product was further purified by column chromatography on silica gel (ethyl acetate) to yield 2-acetamido-thiazole-5-sulfonic acid (2-hydroxy-1,1-dimethyl-ethyl)-amide (0.72 g, 59%) as a white solid. MS (ISP) 292.1 [(M−H)−]; mp 206° C.

後処理

  1. customevaporated
  2. customThe crude product was further purified by column chromatography on silica gel (ethyl acetate)

出典と根拠

ORDレコード
ord-53f020358d444c26824190e9707b4452
出典データセット
uspto-grants-2008_04
特許番号
US07361659B2

反応ノート

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