Methanamine, N-methoxy-, hydrochloride (1:1) → 2-Chloro-N-methoxy-N-methylnicotinamide

HRID 717860ノート

反応式

HRID 717860 の反応式
[Cl:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].Cl.[CH3:12][NH:13][O:14][CH3:15]>O1CCCC1.C(=O)(O)[O-]>[Cl:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([N:13]([O:14][CH3:15])[CH3:12])=[O:5]

参加物

5

反応物 2

HCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 27745412-Chloronicotinoyl chloride

生成物 1

HCID 102360762-Chloro-N-methoxy-N-methylnicotinamide収率 84.7%

試薬・触媒・溶媒 2

HCID 769Bicarbonate Ion溶媒2 回HCID 8028Tetrahydrofuran溶媒

実験手順

2-Chloronicotinoyl chloride (36 g, 0.20 mol) was dissolved in tetrahydrofuran (290 mL) and separately N,O-dimethylhydroxylamine hydrochloride (48 g, 0.49 mol) was stirred in 290 mL saturated bicarbonate solution until the degassing subsided. Then the bicarbonate solution was added to the acid chloride solution and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was extracted with ethyl acetate (2×), dried over sodium sulfate, filtered and evaporated to give the desired product (34 g, 83%). LCMS for C8H10ClN2O2 (M+H)+: m/z=201.0. Found: 200.9.

後処理

  1. extractionThe reaction mixture was extracted with ethyl acetate (2×)
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. customevaporated

出典と根拠

ORDレコード
ord-a5fdd35ab1e64df7b93de8f22fbf382e
出典データセット
uspto-grants-2015_11
特許番号
US09193721B2

反応ノート

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