Triethylamine → HCID 178486154、化合物

HRID 1942331ノート

反応式

HRID 1942331 の反応式
[NH:1]1[CH:5]=[C:4]([S:6](Cl)(=[O:8])=[O:7])[N:3]=[CH:2]1.Cl.[CH3:11][NH:12][CH3:13].C(N(CC)CC)C>ClCCl>[CH3:11][N:12]([CH3:13])[S:6]([C:4]1[N:3]=[CH:2][NH:1][CH:5]=1)(=[O:8])=[O:7]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 10473Dimethylamine, hydrochlorideHCID 178527435HCID 178527435、化合物

生成物 1

HCID 178486154HCID 178486154、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 1H-imidazole-4-sulfonyl chloride (0.5 g, 3.0 mmol; Matrix Scientific, Columbia, S.C.) in dichloromethane (10 mL) was added dimethylamine hydrochloride (0.245 g, 3.0 mmol) and triethylamine (1.3 mL, 9.0 mmol) at room temperature. The mixture was stirred for 16 hours at room temperature. TLC (petroleum ether/ethyl acetate=0:1) indicated the reaction was complete. The reaction mixture was washed with aq. ammonium chloride (30 mL) and extracted with dichloromethane: methanol=4:1 (3×50 mL). The combined organic phases were concentrated and precipitated from methanol to afford (I-35a) (0.36 g, 68.2%) as a white solid; 1H NMR (400 MHz, CD3OD): δ 7.74 (1 H), 7.61 (1 H), 2.68 (6 H).

後処理

  1. washThe reaction mixture was washed with aq. ammonium chloride (30 mL)
  2. extractionextracted with dichloromethane
  3. concentrationThe combined organic phases were concentrated
  4. customprecipitated from methanol
  5. customto afford (I-35a) (0.36 g, 68.2%) as a white solid

出典と根拠

ORDレコード
ord-2d276b9fa6574c078c881e215c8569c4
出典データセット
uspto-grants-2013_03
特許番号
US08389552B2

反応ノート

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