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

HRID 419136노트

반응식

HRID 419136 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 102360762-Chloro-N-methoxy-N-methylnicotinamide수율 87.2%

시약·촉매·용매 1

HCID 21881883Oxolane--water (1/1)용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9a0fea562519448fa7ad61231dc35983
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093247B2

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