Sulfamide → N-(2-cyano-3-methylphenyl)sulfamide

HRID 711631

반응식

HRID 711631 반응식
[NH2:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([CH3:10])[C:3]=1[C:4]#[N:5].[S:11](N)([NH2:14])(=[O:13])=[O:12]>O1CCOCC1>[C:4]([C:3]1[C:6]([CH3:10])=[CH:7][CH:8]=[CH:9][C:2]=1[NH:1][S:11]([NH2:14])(=[O:13])=[O:12])#[N:5]

참가 물질

4

반응물 2

HCID 82267SulfamideHCID 2799732-Amino-6-methylbenzonitrile

생성물 1

HCID 67097231N-(2-cyano-3-methylphenyl)sulfamide

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A solution of 2-amino-6-methylbenzonitrile (1.32 g, 10 mmol) and sulfamide (4.81 g, 50 mmol) in dry 1,4-dioxane (50 mL) was refluxed under nitrogen for 3 days. After the reaction mixture was cooled down to room temperature, the precipitate was filtered and washed with dioxane. The filtrate was concentrated under reduced pressure, and the residue was purified by chromatography on silica gel eluting with EtOAc/hexanes (3:7) to give the title compound as a pale-white solid. 1H NMR (400 MHz, DMSO-d6) δ 2.44 (s, 3H), 7.19-7.21 (m, 3H), 7.39-7.41 (d, J=8.4 Hz, 1H), 7.53 (t, J=8.0 Hz, 1H), 9.41 (s, 1H).

후처리

  1. filtrationthe precipitate was filtered
  2. washwashed with dioxane
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customthe residue was purified by chromatography on silica gel eluting with EtOAc/hexanes (3:7)

출처 및 근거

ORD 기록
ord-347f0b4d6d274ab5a4efd9b6d82d3170
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181276B2

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