Water → 5-Chloro-2-({[5-(difluoromethoxy)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}sulfanyl)-1,3-oxazole

HRID 1511520ノート

反応式

HRID 1511520 の反応式
[F:1][CH:2]([F:21])[O:3][C:4]1[N:8]([CH3:9])[N:7]=[C:6]([C:10]([F:13])([F:12])[F:11])[C:5]=1[CH2:14][S:15][C:16]1[O:17][CH:18]=[CH:19][N:20]=1.[Cl:22]N1C(=O)CCC1=O.O>CN(C)C=O>[Cl:22][C:18]1[O:17][C:16]([S:15][CH2:14][C:5]2[C:6]([C:10]([F:12])([F:13])[F:11])=[N:7][N:8]([CH3:9])[C:4]=2[O:3][CH:2]([F:1])[F:21])=[N:20][CH:19]=1

参加物

5

反応物 3

HCID 962WaterHCID 31398ChlorosuccinimideHCID 462224072-({[5-(Difluoromethoxy)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}sulfanyl)-1,3-oxazole

生成物 1

HCID 866510135-Chloro-2-({[5-(difluoromethoxy)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}sulfanyl)-1,3-oxazole

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2-({[5-(Difluoromethoxy)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}sulfanyl)-1,3-oxazole (1.02 g, 3 mmol) is initially charged in 15 ml of dimethylformamide. N-Chlorosuccinimide (0.550 g, 4 mmol) is then added a little at a time with stirring. The mixture is stirred at 40° C. for a further 4 hours. For work-up, the reaction mixture is added to water and extracted twice with dichloromethane, and the extracts are then washed with water and finally with saturated NaCl solution. The combined organic phases are dried over magnesium sulfate, filtered off and concentrated. The crude product is purified chromatographically (heptane:ethyl acetate, gradient 10:0 to 7:3). This gives 0.45 g of product (35.9% of theory).

後処理

  1. stirringThe mixture is stirred at 40° C. for a further 4 hours
  2. extractionextracted twice with dichloromethane
  3. washthe extracts are then washed with water and finally with saturated NaCl solution
  4. dry with materialThe combined organic phases are dried over magnesium sulfate
  5. filtrationfiltered off
  6. concentrationconcentrated
  7. customThe crude product is purified chromatographically (heptane:ethyl acetate, gradient 10:0 to 7:3)

出典と根拠

ORDレコード
ord-410092df733d49249777d9a652e4a99e
出典データセット
uspto-grants-2012_07
特許番号
US08216973B2

反応ノート

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