Triethylamine → Imazosulfuron

HRID 982174

反応式

HRID 982174 の反応式
[Cl:1][C:2]1[N:3]=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][N:5]2[C:10]=1[S:11]([NH2:14])(=[O:13])=[O:12].C(N(CC)CC)C.Cl[C:23](OC1C=CC=CC=1)=[O:24].[NH2:32][C:33]1[N:38]=[C:37]([O:39][CH3:40])[CH:36]=[C:35]([O:41][CH3:42])[N:34]=1>ClCCl>[Cl:1][C:2]1[N:3]=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][N:5]2[C:10]=1[S:11]([NH:14][C:23]([NH:32][C:33]1[N:34]=[C:35]([O:41][CH3:42])[CH:36]=[C:37]([O:39][CH3:40])[N:38]=1)=[O:24])(=[O:12])=[O:13]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 15891Phenyl chloroformateHCID 1189462-Amino-4,6-dimethoxypyrimidineHCID 144223542-Chloroimidazo[1,2-a]pyridine-3-sulfonamide

生成物 1

HCID 92433Imazosulfuron収率 88%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To 200 ml of dichloromethane are added 10.0 g (0.043 mole) of 2-chloroimidazo[1,2-a]pyridine-3sulfonamide and 8.85 g (0.0866 mole) of triethylamine, followed by adding dropwise 6.78 g (0.0433 mole) of phenyl chloroformate with stirring at 20° to 25° C. The mixture is further stirred at the same temperature for 30 minutes, and 4.20 g (0.0433 mole) of 2-amino-4,6-dimethoxyacid and 6.72 g (0.0433 mole) of 2-amino-4,6-dimethoxypyrimidine are added to the mixture in that order. The mixture is refluxed for 5 hours. After completion of the reaction, the dichloromethane is removed under reduced pressure and to the residue is added 50 ml of acetonitrile. The resulting crystals are collected by filtration, washed with three 10 ml portions of acetonitrile and water with water. The crystals were dried in vacuo over P2O5 to give 15.62 g (yield 87.9%) of the title compound.

後処理

  1. stirringThe mixture is further stirred at the same temperature for 30 minutes
  2. temperatureThe mixture is refluxed for 5 hours
  3. customAfter completion of the reaction
  4. customthe dichloromethane is removed under reduced pressure and to the residue
  5. additionis added 50 ml of acetonitrile
  6. filtrationThe resulting crystals are collected by filtration
  7. washwashed with three 10 ml portions of acetonitrile and water with water
  8. dry with materialThe crystals were dried in vacuo over P2O5

出典と根拠

ORDレコード
ord-72d75f70f9e4402e9fb106185cad2df5
出典データセット
uspto-grants-1991_02
特許番号
US04994571

関連ノート

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