Hydrochloric Acid → 9,10-Dihydro-4-phenethyl-4H-thieno[3,4-b][1,5]benzodiazepine hydrochloride

HRID 1863157노트

반응식

HRID 1863157 반응식
[C:1]1([CH2:7][C:8]([N:10]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[NH:14][C:13](=O)[C:12]3=[CH:22][S:23][CH:24]=[C:11]23)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.B#B.[ClH:27]>O1CCCC1>[ClH:27].[CH2:8]([N:10]1[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[NH:14][CH2:13][C:12]2=[CH:22][S:23][CH:24]=[C:11]12)[CH2:7][C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 6328200DiboronHCID 203922494,9-Dihydro-4-phenylacetyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

생성물 1

HCID 203922749,10-Dihydro-4-phenethyl-4H-thieno[3,4-b][1,5]benzodiazepine hydrochloride

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A 6.12 g. portion of 4,9-dihydro-4-phenylacetyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one is suspended in 100 ml. of tetrahydrofuran under argon and stirred with cooling in an ice bath. To this is added 90 ml. of 1 M diborane in tetrahydrofuran over a period of 10 minutes. The mixture is then stirred at room temperature until solution is complete, refluxed for 18 hours, cooled and 45 ml. of 6 N hydrochloric acid is added. The tetrahydrofuran is removed in vacuo and 75 ml. of 5 N sodium hydroxide is added giving the desired final product, mp. 195°-197° C.

후처리

  1. temperaturewith cooling in an ice bath
  2. additionTo this is added 90 ml
  3. temperaturerefluxed for 18 hours
  4. temperaturecooled
  5. customThe tetrahydrofuran is removed in vacuo and 75 ml
  6. additionof 5 N sodium hydroxide is added

출처 및 근거

ORD 기록
ord-98d8c7a0878c43bea0d5caa2723cd888
출처 데이터셋
uspto-grants-1979_09
특허 번호
US04168269

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