Hydrochloric Acid → N,N'-Dimethoxy-N,N'-dimethyloxamide

HRID 1068105ノート

反応式

HRID 1068105 の反応式
[CH3:1][NH:2][O:3][CH3:4].Cl.[C:6](Cl)(=[O:10])[C:7](Cl)=[O:8]>C(Cl)Cl.N1C=CC=CC=1>[CH3:1][N:2]([O:3][CH3:4])[C:7]([C:6]([N:2]([CH3:1])[O:3][CH3:4])=[O:10])=[O:8]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14232N,O-DimethylhydroxylamineHCID 65578Oxalyl chloride

生成物 1

HCID 3287678N,N'-Dimethoxy-N,N'-dimethyloxamide収率 69%

試薬・触媒・溶媒 1

HCID 21875418Pyridine methylene chloride溶媒

実験手順

A mixture of 48.0 g (0.49 mol) of N,O-dimethylhydroxylamine.HCl in 250 mL of 3:2 v/v CH2Cl2/pyridine was cooled to −78° C. and was treated with 17.4 mL (0.2 mol) of oxalyl chloride maintaining the internal temperature at less than −70° C. The resulting mixture was allowed to warm to rt and stirred for 20 h. The reaction was quenched with 250 mL of sat'd NaCl and the quenched mixture was extracted with 3×400 mL of CH2Cl2. The extracts were combined, dried over MgSO4 and concentrated. Recrystallization from 250 mL of MTBE afforded 24.28 g (69%) of the title compound: 1H NMR (500 MHz) δ 3.25 (s, 6H), 3.75 (s, 6H).

後処理

  1. customThe reaction was quenched with 250 mL of sat'd NaCl
  2. extractionthe quenched mixture was extracted with 3×400 mL of CH2Cl2
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated
  5. customRecrystallization from 250 mL of MTBE

出典と根拠

ORDレコード
ord-82795c6684a94150a7a85c6de0e17ab5
出典データセット
uspto-grants-2001_06
特許番号
US06248755B1

反応ノート

読み込み中…