Methanimidamide, N,N-diphenyl- → 2-(3-Chlorobenzoyl)-3-phenylaminoacrylonitrile

HRID 251353

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HRID 251353 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][CH:12]=1)[C:5]([CH2:7][C:8]#[N:9])=[O:6].[C:13]1([N:19](C2C=CC=CC=2)[CH:20]=N)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][CH:12]=1)[C:5]([C:7](=[CH:20][NH:19][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:8]#[N:9])=[O:6]

참가 물질

4

반응물 2

HCID 78296Methanimidamide, N,N-diphenyl-HCID 1408553-(3-Chlorophenyl)-3-oxopropanenitrile

생성물 1

HCID 670242262-(3-Chlorobenzoyl)-3-phenylaminoacrylonitrile수율 75.3%

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
100 °C

실험 절차

A solution of 3-chlorobenzoylacetonitrile (476 mg, 2.66 mmol, 1.0 eq) and diphenylformamidine (522 mg, 2.66 mmol, 1.0 eq) in 25 mL of toluene was stirred at room temperature for 2h then heated to 100° C. overnight. The solution was cooled and diluted with hexanes. The resulting solid was filtered and dried to provide the desired product (566 mg, 75%). HPLC (4 minute 10-95 gradient) tR 2.97 min; MS m/z 283.2 [M+H]+; 1H NMR (CDCl3), δ 8.06 (d, J=13.2 Hz, 1 H), 7.85 (m, 2 H), 7.46 (m, 4 H), 7.27 (m, 4 H) ppm.

후처리

  1. temperatureThe solution was cooled
  2. filtrationThe resulting solid was filtered
  3. customdried

출처 및 근거

ORD 기록
ord-9085cda014cd40d6929d990b403aa4b3
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863314B2

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