Methanesulfonic Acid → Imazosulfuron

HRID 982173

반응식

HRID 982173 반응식
[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].CS(O)(=O)=O.[NH2:37][C:38]1[N:43]=[C:42]([O:44][CH3:45])[CH:41]=[C:40]([O:46][CH3:47])[N:39]=1>C(#N)C>[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:37][C:38]1[N:39]=[C:40]([O:46][CH3:47])[CH:41]=[C:42]([O:44][CH3:45])[N:43]=1)=[O:24])(=[O:12])=[O:13]

참가 물질

7

반응물 5

HCID 6395Methanesulfonic AcidHCID 8471TriethylamineHCID 15891Phenyl chloroformateHCID 1189462-Amino-4,6-dimethoxypyrimidineHCID 144223542-Chloroimidazo[1,2-a]pyridine-3-sulfonamide

생성물 1

HCID 92433Imazosulfuron수율 83%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

In 30 ml of acetonitrile are dissolved 2.32 g (0.01 mole) of 2-chloroimidazo[1,2-a]pyridine-3-sulfonamide and 2.02 g (0.02 mole) of triethylamine, followed by addition of 1.60 g (0.01 mole) of phenyl chloroformate with stirring at 10° to 20° C. The mixture is further stirred at 20° to 25° C. for 30 minutes, and to the mixture are added 1.00 g (0.010 mole) of methanesulfonic acid and then 1.55 g (0.01 mole) of 2-amino-4,6-dimethoxypyrimidine. The mixture is stirred at 60° C. for 15 minutes. After cooling, the crystals which separates out are collected by filtration and washed with water 3 times with 10 ml of water each. The crystals were then dried in vacuo over P2O5 to give 3.42 g (yield 83.0%) of the title compound.

후처리

  1. stirringThe mixture is further stirred at 20° to 25° C. for 30 minutes
  2. stirringThe mixture is stirred at 60° C. for 15 minutes
  3. temperatureAfter cooling
  4. filtrationthe crystals which separates out are collected by filtration
  5. washwashed with water 3 times with 10 ml of water each
  6. dry with materialThe crystals were then dried in vacuo over P2O5

출처 및 근거

ORD 기록
ord-f752d89f844e45b0b060b637c77f4630
출처 데이터셋
uspto-grants-1991_02
특허 번호
US04994571

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