Triethylamine → HCID 178486154、化合物

HRID 1011503ノート

反応式

HRID 1011503 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 (1H), 7.61 (1H), 2.68 (6H).

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-073e4e513f0c4947bd13e854ead963db
出典データセット
uspto-grants-2011_07
特許番号
US07977367B2

反応ノート

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