Water → 8-Methoxy-3-methyl-6-phenyl-11H-imidazo[1,2-c][2,3]benzodiazepine

HRID 430661

反応式

HRID 430661 の反応式
[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:6]2[CH2:7][C:8](=S)[NH:9][N:10]=[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:5]=2[CH:4]=1.[NH2:21][CH2:22][C:23]1([CH3:28])OCCO1.O>COCCO>[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:6]2[CH2:7][C:8]3[N:9]([C:23]([CH3:28])=[CH:22][N:21]=3)[N:10]=[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:5]=2[CH:4]=1

参加物

5

反応物 3

HCID 962WaterHCID 12434663(2-Methyl-1,3-dioxolan-2-yl)methanamineHCID 178878218-methoxy-1-phenyl-4,5-dihydro-3H-2,3-benzodiazepine-4-thione

生成物 1

HCID 181831588-Methoxy-3-methyl-6-phenyl-11H-imidazo[1,2-c][2,3]benzodiazepine

試薬・触媒・溶媒 1

HCID 80192-Methoxyethanol溶媒

実験手順

500 mg of 8-methoxy-1-(phenyl)-4,5-dihydro-3H-2,3-benzodiazepine-4-thione is stirred in 1.5 ml of ethylene glycol monomethyl ether (Cellosolve®) and 548 mg of 2-aminomethyl-2-methyl-1,3-dioxolane while argon is passing through it for 10 hours at 60° C. After filtration and washing with cold ethanol and diisopropyl ether, 550 mg of imino compound, which is dissolved in 10 ml of ethanol, mixed with 10 ml of concentrated hydrochloric acid and refluxed for 3 hours, is obtained. It is added to water, set at pH 11 and extracted with ethyl acetate. The ethyl acetate phase is washed with water, dried, filtered and concentrated by evaporation. After recrystallization from ethyl acetate/diisopropyl ether, 240 mg of 8-methoxy-3-methyl-6-phenyl-11H-imidazo[1,2-c][2,3]benzodiazepine with a melting point of 140° C. is obtained.

後処理

  1. filtrationAfter filtration
  2. washwashing with cold ethanol and diisopropyl ether, 550 mg of imino compound, which
  3. dissolutionis dissolved in 10 ml of ethanol
  4. additionmixed with 10 ml of concentrated hydrochloric acid
  5. temperaturerefluxed for 3 hours
  6. customis obtained
  7. extractionextracted with ethyl acetate
  8. washThe ethyl acetate phase is washed with water
  9. customdried
  10. filtrationfiltered
  11. concentrationconcentrated by evaporation
  12. customAfter recrystallization from ethyl acetate/diisopropyl ether, 240 mg of 8-methoxy-3-methyl-6-phenyl-11H-imidazo[1,2-c][2,3]benzodiazepine with a melting point of 140° C.
  13. customis obtained

出典と根拠

ORDレコード
ord-50f2e2a4e9f640f3a950021f1c6e68e2
出典データセット
uspto-grants-2001_11
特許番号
US06323197B1

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