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2-(3,5-Dichlorophenoxy)ethanethioamide → 4-(4-Fluorophenyl)-5-(4-methylthiophenyl)-2-((3,5-dichlorophenoxy)methyl)thiazole

HRID 1378592
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HRID 1378592 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH:9]([C:11]2[CH:16]=[CH:15][C:14]([S:17][CH3:18])=[CH:13][CH:12]=2)Br)=[CH:4][CH:3]=1.[Cl:20][C:21]1[CH:22]=[C:23]([CH:29]=[C:30]([Cl:32])[CH:31]=1)[O:24][CH2:25][C:26]([NH2:28])=[S:27]>C(#N)C.C(O)C.CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:28]=[C:26]([CH2:25][O:24][C:23]3[CH:29]=[C:30]([Cl:32])[CH:31]=[C:21]([Cl:20])[CH:22]=3)[S:27][C:9]=2[C:11]2[CH:16]=[CH:15][C:14]([S:17][CH3:18])=[CH:13][CH:12]=2)=[CH:4][CH:3]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 27435542-(3,5-Dichlorophenoxy)ethanethioamideHCID 541605321-(4-Fluorophenyl)-2-(4-methylthiophenyl)-2-bromoethanone

생성물 1

HCID 539346704-(4-Fluorophenyl)-5-(4-methylthiophenyl)-2-((3,5-dichlorophenoxy)methyl)thiazole수율 74%

시약·촉매·용매 3

HCID 702Ethanol용매HCID 887Methanol용매
HCID 6342
Acetonitrile
용매

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온도
0 °C

실험 절차

A solution of 1-(4-fluorophenyl)-2-(4-methylthiophenyl)-2-bromoethanone, (Example 1, Step 3) (4.01 g, 11.8 mmol) and 3,5-dichlorophenoxy thioacetamide (2.80 g, 11.9 mmol) in 20 mL of acetonitrile and 10 mL of ethanol was heated to reflux for 1.2 hours. The solution was diluted with methanol, cooled to 0° C. in an ice bath and a precipitate formed that was removed by filtration to provide pure 4-(4-fluorophenyl)-5-(4-methylthiophenyl)-2-((3,5-dichlorophenoxy)methyl)thiazole (4.19 g; 74%) which was used directly in the next step: mp 104.5°-105.0° C.; Mass spectrum M+H=476.

후처리

  1. temperatureto reflux for 1.2 hours
  2. customa precipitate formed
  3. customthat was removed by filtration

출처 및 근거

ORD 기록
ord-641a16a0ef314a878d1734ecb3ced5a1
출처 데이터셋
uspto-grants-1997_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05668161

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