Methanesulfonic Acid → 6-amidino-1-carboxymethyl-2-naphthyl 4-[(4,5-dihydro-1H-imidazol-2-yl)amino]-benzoate

HRID 1419248ノート

反応式

HRID 1419248 の反応式
CS(O)(=O)=O.[NH:6]1[CH2:10][CH2:9][N:8]=[C:7]1[NH:11][C:12]1[CH:38]=[CH:37][C:15]([C:16]([O:18][C:19]2[CH:28]=[CH:27][C:26]3[C:21](=[CH:22][CH:23]=[C:24]([C:29](=[NH:31])[NH2:30])[CH:25]=3)[C:20]=2[CH2:32][C:33]([O:35]C)=[O:34])=[O:17])=[CH:14][CH:13]=1>>[NH:8]1[CH2:9][CH2:10][N:6]=[C:7]1[NH:11][C:12]1[CH:38]=[CH:37][C:15]([C:16]([O:18][C:19]2[CH:28]=[CH:27][C:26]3[C:21](=[CH:22][CH:23]=[C:24]([C:29](=[NH:30])[NH2:31])[CH:25]=3)[C:20]=2[CH2:32][C:33]([OH:35])=[O:34])=[O:17])=[CH:14][CH:13]=1

参加物

3

反応物 2

HCID 6395Methanesulfonic AcidHCID 867539746-amidino-1-methoxycarbonylmethyl-2-naphthyl 4-[(4,5-dihydro-1H-imidazol-2-yl)amino]benzoate

生成物 1

HCID 867539756-amidino-1-carboxymethyl-2-naphthyl 4-[(4,5-dihydro-1H-imidazol-2-yl)amino]-benzoate収率 48.8%

反応条件

温度
80 °C

実験手順

45 Milliliters of 10% aqueous methanesulfonic acid solution was added to 500 mg of 6-amidino-1-methoxycarbonylmethyl-2-naphthyl 4-[(4,5-dihydro-1H-imidazol-2-yl)amino]benzoate.dimethanesulfonate, followed by stirring for 5 hours at 80° C. After leaving the mixture for cooling, 350 mg of active carbon was added to the reaction mixture, followed by stirring for 30 minutes at room temperature. Insoluble matter was filtered off and the filtrate was concentrated under reduced pressure. To the residue was added a small amount of water. The solution was added dropwise to a mixed liquid of 150 ml of acetone and 50 ml of ether, followed by stirring for 1 hour under cooling with ice. Then, the precipitate was collected by filtration and washed with a small amount of acetone to obtain 236.1 mg of the desired product.

後処理

  1. customAfter leaving the mixture
  2. temperaturefor cooling
  3. addition350 mg of active carbon was added to the reaction mixture
  4. stirringby stirring for 30 minutes at room temperature
  5. filtrationInsoluble matter was filtered off
  6. concentrationthe filtrate was concentrated under reduced pressure
  7. additionTo the residue was added a small amount of water
  8. additionThe solution was added dropwise to a mixed liquid of 150 ml of acetone and 50 ml of ether
  9. stirringby stirring for 1 hour
  10. temperatureunder cooling with ice
  11. filtrationThen, the precipitate was collected by filtration
  12. washwashed with a small amount of acetone

出典と根拠

ORDレコード
ord-a853fd221396422ea8a889b6c46edb0e
出典データセット
uspto-grants-1999_03
特許番号
US05885990

反応ノート

読み込み中…