Diethyl Ether → HCID 44128897、化合物

HRID 2098308ノート

反応式

HRID 2098308 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

HCID 44128897HCID 44128897、化合物収率 94.6%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-4935e962477b458d8fefc144d6e0e52b
出典データセット
uspto-grants-2013_05
特許番号
US08450479B2

反応ノート

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