Triethylamine → {5-[4-Amino-6-(2-methoxy-phenylsulfanyl)-[1,3,5]triazin-2-yl]-2,4-dichlorophenoxy}-acetonitrile

HRID 217282

반응식

HRID 217282 반응식
C(N(CC)CC)C.[CH3:8][O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[SH:16].[NH2:17][C:18]1[N:23]=[C:22](S(CC2C=CC=CC=2)=O)[N:21]=[C:20]([C:33]2[C:34]([Cl:44])=[CH:35][C:36]([Cl:43])=[C:37]([CH:42]=2)[O:38][CH2:39][C:40]#[N:41])[N:19]=1>CN(C)C=O>[NH2:17][C:18]1[N:23]=[C:22]([S:16][C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[O:9][CH3:8])[N:21]=[C:20]([C:33]2[C:34]([Cl:44])=[CH:35][C:36]([Cl:43])=[C:37]([CH:42]=2)[O:38][CH2:39][C:40]#[N:41])[N:19]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 23642ThioguaiacolHCID 57898869[5-(4-Amino-6-phenylmethanesulfinyl-[1,3,5]triazin-2-yl)-2,4-dichlorophenoxy]-acetonitrile

생성물 1

HCID 57898818{5-[4-Amino-6-(2-methoxy-phenylsulfanyl)-[1,3,5]triazin-2-yl]-2,4-dichlorophenoxy}-acetonitrile수율 83.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Triethylamine (12 μL) and 2-methoxybenzenethiol (12 mg) were added in succession to a solution of the above-described [5-(4-amino-6-phenylmethanesulfinyl-[1,3,5]triazin-2-yl)-2,4-dichlorophenoxy]-acetonitrile (12 mg) in dimethylformamide (0.5 mL). The mixture was stirred at room temperature for 8 hours. After dilution with ethyl acetate (7 mL), the mixture was washed twice with water and once with brine. The mixture was pre-dried over anhydrous sodium sulfate, and filtered. The solvent was distilled off. The resulting residue was purified by silica gel column chromatography (developing solvent: hexane:ethyl acetate=7:3) to give {5-[4-amino-6-(2-methoxy-phenylsulfanyl)-[1,3,5]triazin-2-yl]-2,4-dichlorophenoxy}-acetonitrile as white solid (10 mg).

후처리

  1. washAfter dilution with ethyl acetate (7 mL), the mixture was washed twice with water and once with brine
  2. dry with materialThe mixture was pre-dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. distillationThe solvent was distilled off
  5. customThe resulting residue was purified by silica gel column chromatography (developing solvent: hexane:ethyl acetate=7:3)

출처 및 근거

ORD 기록
ord-ef965fb2a051411791d949e5a75fcaf6
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193351B2

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