Sodium Hydroxide → 9-Chloro-3-methyl-1,2,3,4,5,6-hexahydroazepino[4,5-b]indole

HRID 1481365노트

반응식

HRID 1481365 반응식
Cl.[CH3:2][N:3]1[CH2:9][CH2:8][CH2:7][C:6](=O)[CH2:5][CH2:4]1.Cl.[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([NH:19]N)=[CH:15][CH:14]=1.[OH-].[Na+]>S(=O)(=O)(O)O.O1CCOCC1>[Cl:12][C:13]1[CH:18]=[CH:17][C:16]2[NH:19][C:6]3[CH2:5][CH2:4][N:3]([CH3:2])[CH2:9][CH2:8][C:7]=3[C:15]=2[CH:14]=1

참가 물질

6

반응물 3

HCID 14798Sodium HydroxideHCID 71600Hydrazine, (4-chlorophenyl)-, hydrochloride (1:1)HCID 101978461-methylazepan-4-one Hydrochloride

생성물 1

HCID 685585079-Chloro-3-methyl-1,2,3,4,5,6-hexahydroazepino[4,5-b]indole

시약·촉매·용매 2

HCID 1118Sulfuric Acid용매HCID 312751,4-Dioxane용매

실험 절차

The title compound was prepared by following general procedure 1. 1-Methylazepan-4-one hydrochloride (164 mg, 1 mmol) and 4-chlorophenylhydrazine hydrochloride (179 mg, 1 mmol) were heated in a mixture of 7% sulfuric acid in 1,4-dioxane (2-3 mL) overnight under nitrogen. Two liquid layers persisted throughout the reaction. The mixture was poured on to ice and basified with 50% aq NaOH. The resulting precipitate was filtered, washed well with water, and dried in air to give 9-chloro-1,2,3,4,5,6-hexahydro-3-methylazepino[4,5-b]indole as a dark brown solid (183 mg 78% yield).

후처리

  1. customThe title compound was prepared
  2. customTwo liquid layers persisted throughout the reaction
  3. additionThe mixture was poured on to ice
  4. filtrationThe resulting precipitate was filtered
  5. washwashed well with water
  6. customdried in air

출처 및 근거

ORD 기록
ord-2df978f1d2cf4beeada0e87f5b95530e
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09409910B2

반응 노트

불러오는 중…