Hydrochloric Acid → HCID 19773292, 화합물

HRID 1614249

반응식

HRID 1614249 반응식
[C:1]([NH:4][C:5]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:6]=1[CH2:7][CH2:8][C:9](=O)[CH2:10]2)(=[O:3])[CH3:2].[ClH:16].[S:17]1[CH:21]=[CH:20][CH:19]=[C:18]1[CH2:22][CH2:23][NH2:24].C([BH3-])#N.[Na+].Cl>CO.O>[ClH:16].[C:1]([NH:4][C:5]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:6]=1[CH2:7][CH2:8][CH:9]([NH:24][CH2:23][CH2:22][C:18]1[S:17][CH:21]=[CH:20][CH:19]=1)[CH2:10]2)(=[O:3])[CH3:2]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 4585722-Thiopheneethylamine, hydrochlorideHCID 5003444Sodium cyanoborohydrideHCID 14836456HCID 14836456, 화합물

생성물 1

HCID 19773292HCID 19773292, 화합물

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

2.03 g of (0.01 mol) of 5-acetylamino-2-tetralone, 3.2 g (0.02 mol) of 2-(2-thienyl)-ethyl-aminehydrochloride and 0.75 g (0.012 mol) of sodium cyanoborohydride are dissolved in 30 ml of methanol and stirred for 24 hours at ambient temperature. The mixture is then acidified by the dropwise addition of conc. hydrochloric acid with stirring and cooling with ice. After 10 minutes, 100 ml of water is added whilst stirring continues and then a total of 4.0 g of anhydrous soda is added in batches. Then extraction is carried out with 50 ml of methylene chloride and twice with 25 ml of methylene chloride. The combined extracts are washed with 20 ml of water, dried with sodium sulphate and after separation of the drying agent, concentrated by evaporation in a rotary evaporator, finally at 90° C. and under a complete water-jet vacuum. The residue is dissolved with 5 ml of methanol and 4.0 ml of 2.5 N ethanolic hydrochloric acid and the solution is mixed with diethylether until turbidity is just beginning. After standing for a period of about 12 hours at 5° C. the title compound is suction filtered, washed with ethanol/ether and dried at 80° C. until the weight remains constant. Yield: 3.1 g (88.3% of theory), melting point 276° C. (unchanged after recrystallisation from methanol/ether).

후처리

  1. stirringwith stirring
  2. temperaturecooling with ice
  3. waitAfter 10 minutes
  4. stirringwhilst stirring
  5. additiona total of 4.0 g of anhydrous soda is added in batches
  6. extractionThen extraction
  7. washThe combined extracts are washed with 20 ml of water
  8. dry with materialdried with sodium sulphate
  9. customafter separation of the drying agent
  10. concentrationconcentrated by evaporation in a rotary evaporator, finally at 90° C. and under a complete water-jet vacuum
  11. dissolutionThe residue is dissolved with 5 ml of methanol and 4.0 ml of 2.5 N ethanolic hydrochloric acid
  12. additionthe solution is mixed with diethylether until turbidity
  13. waitAfter standing for a period of about 12 hours at 5° C.
  14. washwashed with ethanol/ether
  15. customdried at 80° C. until the weight
  16. customYield: 3.1 g (88.3% of theory), melting point 276° C. (unchanged after recrystallisation from methanol/ether)

출처 및 근거

ORD 기록
ord-d5a8b3f7b2c645b698bc401246eb4743
출처 데이터셋
uspto-grants-1993_03
특허 번호
US05196454

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