Hydrochloric Acid → 9-(2-Dimethylamino-1-methylethyl)-4,9-dihydro-4-methyl-10H-thieno[3,4-b] [1,5]benzodiazepin-10-one, hydrochloride

HRID 1606442노트

반응식

HRID 1606442 반응식
[H-].[Na+].Cl.[CH3:4][N:5]([CH3:10])[CH2:6][CH:7]([Cl:9])[CH3:8].[CH3:11][N:12]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[NH:16][C:15](=[O:23])[C:14]2=[CH:24][S:25][CH:26]=[C:13]12.Cl>C(O)C.CCOCC.CN(C)C=O>[ClH:9].[CH3:4][N:5]([CH3:10])[CH2:6][CH:7]([N:16]1[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[N:12]([CH3:11])[C:13]2=[CH:26][S:25][CH:24]=[C:14]2[C:15]1=[O:23])[CH3:8]

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 942942-Chloropropyldimethylamine hydrochlorideHCID 125216424,9-Dihydro-4-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

생성물 1

HCID 1317101509-(2-Dimethylamino-1-methylethyl)-4,9-dihydro-4-methyl-10H-thieno[3,4-b] [1,5]benzodiazepin-10-one, hydrochloride

시약·촉매·용매 3

HCID 702Ethanol용매HCID 3283Diethyl Ether용매HCID 6228Dimethylformamide용매

실험 절차

A mixture of 0.47 g. of 55% sodium hydride-mineral oil dispersion and 0.83 g. of 2-dimethylamino-1-methylethylchloride hydrochloride in 30 ml. of dry dimethylformamide is stirred at room temperature for 0.5 hours. To the mixture is added 0.6 g. of 4,9-dihydro-4-methyl-10H-thieno[3,4-b] [1,5]benzodiazepin-10-one and stirring is continued for 18 hours. The reaction mixture is cooled, quenched with water and extracted with chloroform. The dried chloroform extracts are concentrated to an oil which is chromatographed on silica gel preparative thin layer chromatographic (tlc) plates using 10:1 benzene:methanol to give a yellow oil. The oil is dissolved in ethanol and treated with anhydrous hydrogen chloride followed by dilution with ether to give a solid, which is recrystallized from ethanol to give white crystals, m.p. 280°-282°C. (dec.).

후처리

  1. additionA mixture of 0.47 g
  2. additionTo the mixture is added 0.6 g
  3. temperatureThe reaction mixture is cooled
  4. customquenched with water
  5. extractionextracted with chloroform
  6. concentrationThe dried chloroform extracts are concentrated to an oil which
  7. customis chromatographed on silica gel preparative thin layer chromatographic (tlc) plates
  8. custommethanol to give a yellow oil
  9. customto give a solid, which
  10. customis recrystallized from ethanol
  11. customto give white crystals, m.p. 280°-282°C. (dec.)

출처 및 근거

ORD 기록
ord-e64d51aee9384b33bf300a123532547a
출처 데이터셋
uspto-grants-1976_04
특허 번호
US03953430

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