Imidazole → HCID 21339421, 화합물

HRID 368705노트

반응식

HRID 368705 반응식
[S:1](Cl)(Cl)=[O:2].N1C=CN=C1.[N:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[NH:16][CH2:17][C@@H:18]([OH:21])[CH2:19][CH3:20]>ClCCl>[CH2:19]([C@@H:18]1[O:21][S:1](=[O:2])[N:16]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][N:10]=2)[CH2:17]1)[CH3:20]

참가 물질

5

반응물 3

HCID 795ImidazoleHCID 24386Thionyl ChlorideHCID 54335591HCID 54335591, 화합물

생성물 1

HCID 21339421HCID 21339421, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

Thionyl chloride (18.98 millimoles) in dichloromethane (20 ml) is added dropwise to imidazole (4.7 g, 69 millimoles) in dichloromethane (50 ml) under argon. Then after 15 minutes the title compound of part (a) (17.26 millimoles) in 25 ml of dichloromethane was added slowly at a temperature maintained below 5° C. After an hour at a temperature range of 0° to 5° the temperature was allowed to warm up to room temperature. After 1 hour, water was added The organic layer was separated and the aqueous layer was subjected to extraction with dichloromethane. The combined organic portions were washed twice with water, dried (sodium sulphate) and evaporated to give the title compound as an orange oil (3.325 g, 15.66 millimoles), NMR data δ(400 MHz; CDCl3) 1.11 (1.5 H, t,J 8 Hz), 1.12 (1.5 H, t,J 8 Hz), 1.88-2.05 (1.5 H, m), 2.11-2.22 (0.5 H, m), 3.32 (0.5 H, dd, J 10 and 8 Hz), 3.74 (0.5 H, dd, J 10 and 7 Hz), 3.93-4.02 (1 H, m) 4.84-4.91 (0.5 H, m), 5.35-5.42 (0.5 H, m), 6.63 (0.5 H, d, J 8 Hz), 6.73 (0.5 H, d, j 8 Hz), 6.88-6.94 (1 H, m), 7.59-7.65 (1 H, m) and 8.25-8.30 (1 H, m).

출처 및 근거

ORD 기록
ord-167c0ac9c0d0438f902ed09adf3149f2
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06133449

반응 노트

불러오는 중…