홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Bromoform → 2-Bromo-5,8-dimethyl-[1,2,4]triazolo[1,5-a]pyrazine

HRID 1054981
노트
인쇄 미리보기

반응식

HRID 1054981 반응식
[CH3:1][C:2]1[N:7]2[N:8]=[C:9](N)[N:10]=[C:6]2[C:5]([CH3:12])=[N:4][CH:3]=1.N([O-])=O.[Na+].C(Br)(Br)[Br:18].ClC(Cl)C(O)=O>[Br-].C([N+](CC)(CC)CC)C1C=CC=CC=1.[Al].O>[Br:18][C:9]1[N:10]=[C:6]2[C:5]([CH3:12])=[N:4][CH:3]=[C:2]([CH3:1])[N:7]2[N:8]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 5558BromoformHCID 6597Dichloroacetic AcidHCID 23668193Sodium NitriteHCID 900260875,8-Dimethyl-[1,2,4]triazolo[1,5-a]pyrazin-2-ylamine

생성물 1

HCID 900257482-Bromo-5,8-dimethyl-[1,2,4]triazolo[1,5-a]pyrazine수율 143.7%

시약·촉매·용매 3

HCID 165294
Benzyltriethylammonium bromide
촉매
HCID 962Water용매
HCID 5359268Aluminum용매

반응 조건

온도
25 °C

실험 절차

A mixture of 5,8-dimethyl-[1,2,4]triazolo[1,5-a]pyrazin-2-ylamine (2.4 g, 14.71 mmol), sodium nitrite (10.15 g, 147.08 mmol) and benzyltriethylammonium bromide (8 g, 29.42 mmol) in bromoform (76.2 ml, 872.17 mmol) was stirred at 25° C. for 30 minutes. To this mixture was then added dichloroacetic acid (2.43 ml, 29.42 mmol) and the reaction mixture was stirred at 25° C. for further 20 hours. (The reaction flask was wrapped in aluminum foil to protect the mixture from light). Water (100 ml) was added to the reaction mixture, which was then stirred for 30 minutes at 25° C., and finally extracted 4 times with dichloromethane. The combined organic layers were washed twice with water and brine, dried over anhydrous sodium sulfate, filtered and evaporated. The crude material thus obtained was purified by silica gel column chromatography using hexane ethyl acetate 20% as eluent affording 2-bromo-5,8-dimethyl-[1,2,4]triazolo[1,5-a]pyrazine (4.8 g, 74.72%) as an off white solid. MS: m/z=227 (M+H+)

후처리

  1. stirringwas then stirred for 30 minutes at 25° C.
  2. extractionfinally extracted 4 times with dichloromethane
  3. washThe combined organic layers were washed twice with water and brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. customevaporated
  7. customThe crude material thus obtained
  8. customwas purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-c67e631293d74f34a923ee368255f971
출처 데이터셋
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09394311B2

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트