Dimethylformamide → 5-Methyl-1-Phenyl-1H-Pyrazole-4-Carbonyl Chloride

HRID 747499ノート

反応式

HRID 747499 の反応式
[CH3:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=[CH:4][C:3]=1[C:13]([OH:15])=O.CN(C=O)C.S(Cl)([Cl:24])(=O)=O>C(Cl)Cl>[CH3:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:5]=[CH:4][C:3]=1[C:13]([Cl:24])=[O:15]

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 24648Sulfuryl chlorideHCID 1452215-Methyl-1-phenylpyrazole-4-carboxylic acid

生成物 1

HCID 27764345-Methyl-1-Phenyl-1H-Pyrazole-4-Carbonyl Chloride収率 98%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
36 °C

実験手順

To a solution of 5-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid from Step B (11B-2) (20.2 g, 0.1 mol) in DCM (200 mL) and DMF (730 mg, 0.01 mol) was added sulfuryl dichloride (8.73 mL, 0.12 mol) at RT. The mixture was stirred at 36° C. for 2 h. The solution was concentrated under reduced pressure and DCM (200 mL) was added to the white solid residue to form a suspension of the above corresponding acyl chloride. Yield: 98%, 1HNMR CDCl3): 8.16 (s, 1H), 7.45-7.59 (m, 5H), 2.53 (s, 3H).

後処理

  1. concentrationThe solution was concentrated under reduced pressure and DCM (200 mL)
  2. additionwas added to the white solid residue
  3. customto form

出典と根拠

ORDレコード
ord-af72711d3617483b844237418ea6e376
出典データセット
uspto-grants-2008_07
特許番号
US07396935B2

反応ノート

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