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Phenol → HCID 58980792, 화합물

HRID 1181378
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인쇄 미리보기

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HRID 1181378 반응식
[CH2:1]([N:3]([CH2:14][CH3:15])[CH2:4][CH2:5][S:6][C:7]1[CH:13]=[CH:12][C:10]([NH2:11])=[CH:9][CH:8]=1)[CH3:2].[Cl:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[S:27][C:26]([C:28](OC)=[O:29])=[C:25]([N:32]=[CH:33]N(C)C)[CH:24]=2)=[CH:19][CH:18]=1.C1(O)C=CC=CC=1>>[Cl:16][C:17]1[CH:18]=[CH:19][C:20]([C:23]2[S:27][C:26]3[C:28](=[O:29])[N:11]([C:10]4[CH:9]=[CH:8][C:7]([S:6][CH2:5][CH2:4][N:3]([CH2:1][CH3:2])[CH2:14][CH3:15])=[CH:13][CH:12]=4)[CH:33]=[N:32][C:25]=3[CH:24]=2)=[CH:21][CH:22]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 996PhenolHCID 11544322Methyl 5-(4-chlorophenyl)-3-(dimethylaminomethyleneamino)thiophene-2-carboxylateHCID 198633934-[[2-(Diethylamino)ethyl]thio]benzenamine

생성물 1

HCID 58980792HCID 58980792, 화합물

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온도
190 °C

실험 절차

The mixture of 4-{[2-(diethylamino)ethyl]sulfanyl}aniline (1.0 mmol, 271 mg), amidine (methyl 5-(4-chlorophenyl)-3-{[(dimethylamino)methylidene]amino]2-thiophenecarboxylate, 1.0 mmol, 322 mg, the preparation of which may be found in the Example J13) and phenol (350 mg) was heated to 190° C. for 20 minutes. The mixture was cooled to room temperature and then washed with methanol. The crude solid product was collected by filtration and then was dissolved in minimum amount of dichlomethane. Adding methanol slowly and let sitting overnight, the title compound was precipitated out as white solid (180 mg, 39%). 1H NMR (CDCl3): δ 1.05 (6H, t, J=7.2 Hz), 2.61 (4H, q, J=7.1 Hz), 2.78 (2H, t, J=7.6 Hz), 3.10 (2H, t, J=7.6 Hz), 7.34 (2H, d, J=8.6 Hz), 7.45 (4H, m, overlapping), 7.53 (1H, s), 7.65 (2H, d, J=8.5 Hz), 8.12 (1H, s). LCMS m/z=470 (m+H+).

후처리

  1. customthe preparation of which
  2. temperatureThe mixture was cooled to room temperature
  3. washwashed with methanol
  4. filtrationThe crude solid product was collected by filtration
  5. dissolutionwas dissolved in minimum amount of dichlomethane
  6. customthe title compound was precipitated out as white solid (180 mg, 39%)

출처 및 근거

ORD 기록
ord-31193207ba7348d9807dbe321c9c14a9
출처 데이터셋
uspto-grants-2007_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07285557B2

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