Methylamine → 3-iodo-N-methylbenzamide

HRID 1616934

반응식

HRID 1616934 반응식
[I:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5](O)=[O:6].[C:11](N1C=CN=C1)([N:13]1C=CN=C1)=O.CN.C1COCC1.[Cl-].[NH4+]>CN(C=O)C>[I:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([NH:13][CH3:11])=[O:6]

참가 물질

7

반응물 5

HCID 6329MethylamineHCID 8028TetrahydrofuranHCID 120603-Iodobenzoic acidHCID 25517Ammonium ChlorideHCID 682631,1'-Carbonyldiimidazole

생성물 1

HCID 33843663-iodo-N-methylbenzamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
50 °C

실험 절차

To a solution of 3-iodobenzoic acid (1.5 g, 6 mmol) in anhydrous DMF (10 mL) was added 1,1′-carbonyldiimidazole (1.2 g, 7.2 mmol). The reaction mixture was heated to 50° C. under an atmosphere of nitrogen for 1 h. Upon cooling to room temperature, a solution of methylamine in THF (2 M, 6 mL, 10 mmol) was added. The reaction was stirred at r.t. for 15 min and then transferred into a solution of cold, saturated ammonium chloride (200 mL). The resulting precipitate was collected by filtration and dried to afford the title compound as a white solid, mp 94-97° C.

후처리

  1. temperatureUpon cooling to room temperature
  2. filtrationThe resulting precipitate was collected by filtration
  3. customdried

출처 및 근거

ORD 기록
ord-c78de95eccbc4fe885be31529264c23d
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08765779B2

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