Hexamethylenetetramine → Nordiazepam

HRID 1973060

반응식

HRID 1973060 반응식
Cl[CH2:2][C:3]([NH:5][C:6]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:7]=1[C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=O)=[O:4].C1N2CN3CN(C2)C[N:22]1C3>C(O)C>[Cl:20][C:17]1[CH:18]=[CH:19][C:6]2[NH:5][C:3](=[O:4])[CH2:2][N:22]=[C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[C:7]=2[CH:16]=1

참가 물질

4

반응물 2

HCID 4101HexamethylenetetramineHCID 776355-Chloro-2-(chloroacetamido)benzophenone

생성물 1

HCID 2997Nordiazepam

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To 1350 ml. of ethanol there was added 90 gm. of 2-chloroacetamido-5-chlorobenzophenone and 92.5 gm. of hexamethylenetetramine. Ammonia was bubbled through the resultant medium under a pressure. The resultant medium was heated to reflux. The resultant reaction medium was evaporated in vacuum to dryness. It was triturated then with 250 ml. of hot water twice on a steam bath. The aqueous phase was removed by decantation. The crystalline residue was heated for 30 minutes in 250 ml. of toluene on a steam bath and then cooled to room temperature. The crystals which formed were filtered, washed twice with 25 ml. of toluene and 25 ml. of petroleum ether and dried to constant weight yielding 7-chloro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one melting point 213°-215° C.

후처리

  1. customAmmonia was bubbled through the resultant medium under a pressure
  2. temperatureThe resultant medium was heated to reflux
  3. customThe resultant reaction medium
  4. customwas evaporated in vacuum to dryness
  5. customIt was triturated
  6. customThe aqueous phase was removed by decantation
  7. temperatureThe crystalline residue was heated for 30 minutes in 250 ml
  8. customThe crystals which formed
  9. filtrationwere filtered
  10. washwashed twice with 25 ml
  11. dry with materialof petroleum ether and dried to constant weight

출처 및 근거

ORD 기록
ord-5afb8e47e7c945a8bedc90d53d9f35cc
출처 데이터셋
uspto-grants-1976_12
특허 번호
US03996209

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