Triethylamine → HCID 178486154, 화합물

HRID 1942331노트

반응식

HRID 1942331 반응식
[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]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 10473Dimethylamine, hydrochlorideHCID 178527435HCID 178527435, 화합물

생성물 1

HCID 178486154HCID 178486154, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-2d276b9fa6574c078c881e215c8569c4
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08389552B2

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