Sodium Phosphate, Dibasic → HCID 18415667、化合物

HRID 990620ノート

反応式

HRID 990620 の反応式
Br[C:2]([F:19])([F:18])[S:3]([C:6]1[N:10]=[CH:9][N:8]([C:11](=[O:17])[N:12]([CH2:15][CH3:16])[CH2:13][CH3:14])[N:7]=1)(=[O:5])=[O:4].[CH2:20](SC1SCCN=1)[CH:21]=[CH2:22].P([O-])([O-])(O)=O.[Na+].[Na+].S(S([O-])=O)([O-])=O.[Na+].[Na+]>CN(C)C=O.O>[CH2:13]([N:12]([CH2:15][CH3:16])[C:11]([N:8]1[CH:9]=[N:10][C:6]([S:3]([C:2]([F:19])([F:18])[CH2:22][CH:21]=[CH2:20])(=[O:5])=[O:4])=[N:7]1)=[O:17])[CH3:14]

参加物

7

反応物 4

HCID 24203Sodium Phosphate, DibasicHCID 24489Sodium DithioniteHCID 771192-(Allylthio)-2-thiazolineHCID 12056494HCID 12056494、化合物

生成物 1

HCID 18415667HCID 18415667、化合物収率 29%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 6228Dimethylformamide溶媒

実験手順

To a stirred solution of 10 g (0.028 mol) 3-(bromodifluoromethylsulfonyl)-1-(N,N-diethylcarbamoyl)-1,2,4-triazole, prepared as in Example 1, and 8.81 g (0.055 mol) 2-(2-propenylthio)-2-thiazoline in a mixture of 30 ml dimethylformamide and 20 ml water at 0° C., was added 5.9 g (0.042 mol) sodium hydrogen phosphate and 7.23 g (0.042 mol) sodium dithionite. After 2 h, the reaction mixture was diluted with 100 ml water and extracted with ethyl acetate (3×100 ml). The combined resulting organic layers were washed with saturated sodium chloride solution, dried over MgSO4 and evaporated. Preparative LC purification of the residue with 40% ethyl acetate-hexane gave 2.59 g (29% yield) of the desired product as a colorless oil having n D 25 = 1.4896 .

後処理

  1. extractionextracted with ethyl acetate (3×100 ml)
  2. customThe combined resulting organic layers
  3. washwere washed with saturated sodium chloride solution
  4. dry with materialdried over MgSO4
  5. customevaporated
  6. customPreparative LC purification of the residue with 40% ethyl acetate-hexane

出典と根拠

ORDレコード
ord-29119bf906ff40a8b7a9d9e6944e43cb
出典データセット
uspto-grants-2002_10
特許番号
US06461997B1

反応ノート

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