3-(Trifluoromethyl)benzaldehyde → 3-[(1,3-Benzodithiol-2-ylidene)amino]-2-thioxo-5-[[3-(trifluoromethyl)phenyl]methylene]-4-thiazolidinone

HRID 2419145ノート

反応式

HRID 2419145 の反応式
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[S:3][C:2]1=[N:10][N:11]1[C:15](=[O:16])[CH2:14][S:13][C:12]1=[S:17].[F:18][C:19]([F:29])([F:28])[C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=1)[CH:23]=O.C(O)(=O)C.N1CCCCC1>C(COC)OC.ClCCl>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[S:3][C:2]1=[N:10][N:11]1[C:15](=[O:16])[C:14](=[CH:23][C:22]2[CH:25]=[CH:26][CH:27]=[C:20]([C:19]([F:18])([F:28])[F:29])[CH:21]=2)[S:13][C:12]1=[S:17]

参加物

6

反応物 3

HCID 679903-(Trifluoromethyl)benzaldehydeHCID 9793820Piperidine, acetateHCID 124949933-[(1,3-Benzodithiol-2-ylidene)amino]-2-thioxo-4-thiazolidinone

生成物 1

HCID 541307973-[(1,3-Benzodithiol-2-ylidene)amino]-2-thioxo-5-[[3-(trifluoromethyl)phenyl]methylene]-4-thiazolidinone

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 80711,2-Dimethoxyethane溶媒

実験手順

A slurry of 3-[(1,3-benzodithiol-2-ylidene)amino]-2-thioxo-4-thiazolidinone (see example 37), m-trifluoromethylbenzaldehyde (10 ml, excess) and acetic acid/piperidine (1 ml) in 250 ml of anhydrous glyme is heated at reflux for 7 days. The reaction mixture is concentrated in vacuo and the oily residue extracted with hexane. The solid thus obtained is slurried in 1000 ml of dichloromethane and stirred at room temperature overnight. The slurry is filtered and the filtrate concentrated in vacuo. The solid residue thus obtained is recrystallized from dimethylformamide to yield 500 mg of the title compound, melting point 268°-269° C.

後処理

  1. temperatureat reflux for 7 days
  2. concentrationThe reaction mixture is concentrated in vacuo
  3. extractionthe oily residue extracted with hexane
  4. customThe solid thus obtained
  5. filtrationThe slurry is filtered
  6. concentrationthe filtrate concentrated in vacuo
  7. customThe solid residue thus obtained
  8. customis recrystallized from dimethylformamide

出典と根拠

ORDレコード
ord-6aae0c0ec5a948ac9bee6e3d81d23ffc
出典データセット
uspto-grants-1978_08
特許番号
US04104467

反応ノート

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