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

HRID 1068105노트

반응식

HRID 1068105 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 3287678N,N'-Dimethoxy-N,N'-dimethyloxamide수율 69%

시약·촉매·용매 1

HCID 21875418Pyridine methylene chloride용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-82795c6684a94150a7a85c6de0e17ab5
출처 데이터셋
uspto-grants-2001_06
특허 번호
US06248755B1

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