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

HRID 436135노트

반응식

HRID 436135 반응식
[H-].[Na+].Cl.[CH3:4][N:5]([CH3:11])[CH2:6][CH:7]([CH3:10])[CH2:8][Cl:9].[CH3:12][N:13]1[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=2[NH:17][C:16](=[O:24])[C:15]2=[CH:25][S:26][CH:27]=[C:14]12.Cl>CCOCC.CN(C)C=O>[ClH:9].[CH3:4][N:5]([CH3:11])[CH2:6][CH:7]([CH3:10])[CH2:8][N:17]1[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[N:13]([CH3:12])[C:14]2=[CH:27][S:26][CH:25]=[C:15]2[C:16]1=[O:24]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 30838413-Chloro-2-methylpropyl(dimethyl)ammonium chlorideHCID 12521642HCID 12521642, 화합물

생성물 1

HCID 1317101519-(3-Dimethylamino-2-methylpropyl)-4,9-dihydro-4-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one, hydrochloride

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6228Dimethylformamide용매

실험 절차

A mixture of 0.47 g. of 55% sodium hydride-mineral oil dispersion and 0.91 g. of 3-dimethylamino-2-methylpropylchloride hydrochloride in 35 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 with 10:1 benzene:methanol to give an oil. An ethanolic solution of the oil is treated with anhydrous hydrogen chloride and diluted with ether to give a white solid, m.p. 231°-233° 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 with 10:1 benzene
  8. custommethanol to give an oil
  9. customto give a white solid, m.p. 231°-233° C. (dec.)

출처 및 근거

ORD 기록
ord-fba65642a3c44c77a2a1b653bd2ba640
출처 데이터셋
uspto-grants-1977_02
특허 번호
US04007272

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