Hydrochloric Acid → 2-Chloro-N-methoxy-N-methylnicotinamide

HRID 419136ノート

反応式

HRID 419136 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].C(=O)(O)[O-].[Na+].Cl.[CH3:17][NH:18][O:19][CH3:20].Cl>C1COCC1.O>[Cl:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([N:18]([O:19][CH3:20])[CH3:17])=[O:5]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 516892Sodium BicarbonateHCID 27745412-Chloronicotinoyl chloride

生成物 1

HCID 102360762-Chloro-N-methoxy-N-methylnicotinamide収率 87.2%

試薬・触媒・溶媒 1

HCID 21881883Oxolane--water (1/1)溶媒

実験手順

To a solution of 2-chloro-nicotinoyl chloride (7.00 g, 39.8 mmol) and sodium bicarbonate (10.0 g, 119 mmol) in 1:1 THF/H2O (110 mL) at 0° C. was added N,O-dimethyl hydroxylamine hydrochloride (4.68 g, 47.7 mmol). The resultant solution was stirred 2 h at 0° C., neutralized with 10% HCl to pH ˜7, and the aqueous layer was extracted two times with EtOAc. The combined organics were dried with sodium sulfate and concentrated in vacuo to produce 6.96 g (87%) of the crude nicotinamide, which was used without further purification.

後処理

  1. extractionthe aqueous layer was extracted two times with EtOAc
  2. dry with materialThe combined organics were dried with sodium sulfate
  3. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-9a0fea562519448fa7ad61231dc35983
出典データセット
uspto-grants-2012_01
特許番号
US08093247B2

反応ノート

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