Hydrochloric Acid → HCID 9794717, 화합물

HRID 248434

반응식

HRID 248434 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:14](=[CH:15][CH:16]=1)[C:7]([CH2:8][CH:9]([C:11]([OH:13])=[O:12])N)=[CH:6][NH:5]2.C(N(CC)CC)C.N12CCCN=C1CCCCC2.Cl.C[OH:37]>[Cl-].[Cl-].[Zn+2]>[Cl:1][C:2]1[CH:3]=[C:4]2[C:14]([C:7]([CH2:8][C:9](=[O:37])[C:11]([OH:13])=[O:12])=[CH:6][NH:5]2)=[CH:15][CH:16]=1

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 887MethanolHCID 8471TriethylamineHCID 652596-ChlorotryptophanHCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene

생성물 1

HCID 9794717HCID 9794717, 화합물수율 54%

시약·촉매·용매 1

HCID 3007855Zincchloride촉매

실험 절차

To 600 mg of 6-chloro-DL-tryptophan, suspended in 5 ml of methanol, are added, at room temperature, 0,230 ml of triethylamine and the mixture is stirred for approximately 10 minutes. Then, rapidly and under stirring, pyridine-4-carboxyaldehyde (0,240 ml) is added. After approximately 5 minutes, total dissolution of the suspension is obtained. Stirring is continued for 10 minutes. 122 mg of anhydrous ZnCl2 are then added, stirred for 10 minutes, followed by 0,490 ml of 1,8-diazabicyclo-(5,4,0)-undec-7-ene. The solution becomes orange-red in colour. It is left under stirring for approximately 80-90 minutes at room temperature. The limpid red solution is then quickly added dropwise and under rapid stirring to 100 ml of HCl 1N preheated to 50° C. After approximately 10 minutes from completion of the addition a spontaneous precipitation occurs, increasing in time, of a yellowish solid. The mixture is left for a further 20 minutes at 55° C., then for approximately 3 hours it is cooled to room temperature. The abundant precipitate is filtered, washed with acidic water and dried. 195 mg are recovered, with a yield of 54%.

후처리

  1. additionare added, at room temperature
  2. dissolutiontotal dissolution of the suspension
  3. customis obtained
  4. stirringStirring
  5. waitis continued for 10 minutes
  6. stirringstirred for 10 minutes
  7. waitIt is left
  8. stirringunder stirring for approximately 80-90 minutes at room temperature
  9. additionThe limpid red solution is then quickly added dropwise
  10. custompreheated to 50° C
  11. additionAfter approximately 10 minutes from completion of the addition
  12. customa spontaneous precipitation
  13. temperatureincreasing in time, of a yellowish solid
  14. waitThe mixture is left for a further 20 minutes at 55° C.
  15. filtrationThe abundant precipitate is filtered
  16. washwashed with acidic water
  17. customdried
  18. custom195 mg are recovered, with a yield of 54%

출처 및 근거

ORD 기록
ord-001e6f96773640589f57149156f64e64
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05210215

연결된 노트

불러오는 중…