Diethyl Ether → HCID 44128897, 화합물

HRID 2098308노트

반응식

HRID 2098308 반응식
[CH2:1]([O:3][P:4]([CH2:9][N:10]=[C:11]=[O:12])(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2].[N+:13](=[C:15]1[N:19]=[CH:18][N:17]=[C:16]1[C:20]([NH2:22])=[O:21])=[N-:14].CCOCC>CCOC(C)=O.CS(C)=O>[CH2:6]([O:5][P:4]([CH2:9][N:10]1[C:11](=[O:12])[N:19]2[CH:18]=[N:17][C:16]([C:20](=[O:21])[NH2:22])=[C:15]2[N:13]=[N:14]1)(=[O:8])[O:3][CH2:1][CH3:2])[CH3:7]

참가 물질

6

반응물 3

HCID 3283Diethyl EtherHCID 15739370Diethyl (isocyanatomethyl)phosphonateHCID 534265854-Diazo-4H-imidazole-5-carboxamide

생성물 1

HCID 44128897HCID 44128897, 화합물수율 94.6%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 8857Ethyl Acetate용매

실험 절차

Isocyanatomethyl-phosphonic acid diethyl ester (953 mg, 6.95 mmol) in EtOAc (10 mL) was added drop wise to a suspension of 5-diazoimidazole-4-carboxamide (0.5 g, 3.65 mmol) in dry dimethylsulfoxide (10 mL) at room temperature under nitrogen. The resulting mixture was stirred at room temperature for 16 hours. The mixture was poured into Et2O and the resultant collected by filtration and washed with Et2O (3 reaction volumes) and dried to give the title compound as a solid (1.14 g, 50%). 1H NMR (400 MHz, d6-DMSO) δ ppm: 8.91 (1H, s), 7.88 (1H, s), 7.74 (1H, s), 4.85 (2H, t, J=11.2 Hz), 4.12 (4H, m), 1.25 (6H, t, 7.2).

후처리

  1. filtrationthe resultant collected by filtration
  2. washwashed with Et2O (3 reaction volumes)
  3. customdried

출처 및 근거

ORD 기록
ord-4935e962477b458d8fefc144d6e0e52b
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08450479B2

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