Dimethylamine → 6-Chlorogramine

HRID 25971

반응식

HRID 25971 반응식
C=O.[CH3:3][NH:4][CH3:5].[Cl:6][C:7]1[CH:15]=[C:14]2[C:10]([CH:11]=[CH:12][NH:13]2)=[CH:9][CH:8]=1.[OH-].[Na+].[C:18](=O)([O-])[O-].[Na+].[Na+]>O.C(O)(=O)C>[Cl:6][C:7]1[CH:15]=[C:5]2[C:10]([C:11]([CH2:12][N:13]([CH3:18])[CH3:14])=[CH:3][NH:4]2)=[CH:9][CH:8]=1

참가 물질

8

반응물 5

HCID 674DimethylamineHCID 712FormaldehydeHCID 10340Sodium CarbonateHCID 14798Sodium HydroxideHCID 871116-Chloroindole

생성물 1

HCID 2458146-Chlorogramine

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

The starting material is prepared as follows: To the solution of 265 ml of acetic acid, 116 ml of 36% aqueous formaldehyde and 190 ml of 40% aqueous dimethylamine, 226.5 g of 6-chloroindole are added portionwise during 45 minutes while stirring at about 40°. The mixture is heated to 60° for 15 minutes and stirred at room temperature for 1 hour. It is cooled to 10°, combined with 500 ml of water, 400 ml of 25% aqueous sodium hydroxide and 100 ml of 20% aqueous sodium carbonate, stirred for 1/2 hour at 10°-20°, and filtered. The filtrate is combined with 250 ml 12% aqueous sodium carbonate, stirred for 1/2 hour, again filtered, both residues are washed with about 3 lt of water, combined and dried, to yield 300 g of 6-chloro-3-dimethylaminomethylindole melting at 130°-133°.

후처리

  1. customThe starting material is prepared
  2. temperatureThe mixture is heated to 60° for 15 minutes
  3. stirringstirred at room temperature for 1 hour
  4. temperatureIt is cooled to 10°
  5. stirringstirred for 1/2 hour at 10°-20°
  6. filtrationfiltered
  7. stirringstirred for 1/2 hour
  8. filtrationagain filtered
  9. washboth residues are washed with about 3 lt of water
  10. customdried

출처 및 근거

ORD 기록
ord-0207170c5f784660be117c6afe2b44a9
출처 데이터셋
uspto-grants-1979_04
특허 번호
US04147786

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