Hexamethylenetetramine → Nordiazepam

HRID 1973065

반응식

HRID 1973065 반응식
C1N2CN3CN(C2)C[N:2]1C3.[OH-].[NH4+].Cl[CH2:14][C:15]([NH:17][C:18]1[CH:31]=[CH:30][C:29]([Cl:32])=[CH:28][C:19]=1[C:20]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=O)=[O:16]>C(O)C>[Cl:32][C:29]1[CH:30]=[CH:31][C:18]2[NH:17][C:15](=[O:16])[CH2:14][N:2]=[C:20]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:19]=2[CH:28]=1

참가 물질

5

반응물 3

HCID 4101HexamethylenetetramineHCID 14923Ammonium HydroxideHCID 776355-Chloro-2-(chloroacetamido)benzophenone

생성물 1

HCID 2997Nordiazepam수율 326.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of ethanol (1100 mls), hexamethylenetetramine (35 g., 0.25 mol), 26% ammonium hydroxide (58 ml), and 2-chloroacetamido-5-chlorobenzophenone (308.2 g., 1.0 mol) were permitted to react as described in Example 11 except that the reflux period was increased from 5 to 7 hours. The reaction product, 7-chloro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one (221 g.) isolated in a manner identical with Example 11, was obtained in 81.6% yield, melting point 208.5° to 209° C.

후처리

  1. customto react
  2. temperaturewas increased from 5 to 7 hours

출처 및 근거

ORD 기록
ord-5a34f354b93c4f65965e08277bea0f7c
출처 데이터셋
uspto-grants-1976_12
특허 번호
US03996209

연결된 노트

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