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

Phosgene → N,N-Dimethyl-2-{N-[N-(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]aminosulfonyl}-4-nitrobenzamide

HRID 840343
노트
인쇄 미리보기

반응식

HRID 840343 반응식
[NH2:1][C:2]1[N:7]=[C:6]([O:8][CH3:9])[CH:5]=[C:4]([O:10][CH3:11])[N:3]=1.[C:12](Cl)(Cl)=[O:13].C(N(CC)CC)C.[CH3:23][N:24]([CH3:40])[C:25](=[O:39])[C:26]1[CH:31]=[CH:30][C:29]([N+:32]([O-:34])=[O:33])=[CH:28][C:27]=1[S:35]([NH2:38])(=[O:37])=[O:36].[OH-].[K+]>C(OCC)(=O)C>[CH3:23][N:24]([CH3:40])[C:25](=[O:39])[C:26]1[CH:31]=[CH:30][C:29]([N+:32]([O-:34])=[O:33])=[CH:28][C:27]=1[S:35]([NH:38][C:12]([NH:1][C:2]1[N:3]=[C:4]([O:10][CH3:11])[CH:5]=[C:6]([O:8][CH3:9])[N:7]=1)=[O:13])(=[O:36])=[O:37]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 6371Phosgene2회HCID 8471Triethylamine2회HCID 14797Potassium HydroxideHCID 1189462-Amino-4,6-dimethoxypyrimidineHCID 22066001N,N-Dimethyl-4-nitro-2-sulfamoylbenzamide

생성물 1

HCID 15335261N,N-Dimethyl-2-{N-[N-(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]aminosulfonyl}-4-nitrobenzamide

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매3회

반응 조건

온도
-10 °C

실험 절차

Ethyl acetate (16 ml) and 2-amino-4,6-dimethoxypyrimidine (5.0 g, 32.2 mmol) were introduced and cooled to −10° C. under nitrogen. Phosgene (5.1 g, 51.5 mmol) was passed in at this temperature and a solution of triethylamine (6.5 g, 64.2 mmol) in ethyl acetate (20 ml) was added dropwise in the course of 1 hour. After 1 hour, the reaction was warmed to 20° C. and nitrogen was blown through until it no longer contained phosgene, and then N,N-dimethyl-2-aminosulfonyl-4-nitrobenzamide (8.1 g, 29.6 mmol) was added. The mixture was cooled to −10° C. and a solution of triethylamine (3.3 g, 32.7 mmol) in ethyl acetate (15 ml) was added dropwise in the course of 60 minutes, and the mixture was stirred for 30 minutes and warmed to room temperature. Potassium hydroxide solution (1.0M, 100 ml) was then added, the phases were separated and the aqueous phase was extracted with ethyl acetate. The aqueous phase was adjusted to pH=2 using 6M hydrochloric acid, and the product was filtered off, washed with water (2×20 ml) and dried. Yield: 10.28 g, 72.6% of theory.

후처리

  1. temperaturethe reaction was warmed to 20° C.
  2. temperatureThe mixture was cooled to −10° C.
  3. temperaturewarmed to room temperature
  4. customthe phases were separated
  5. extractionthe aqueous phase was extracted with ethyl acetate
  6. filtrationthe product was filtered off
  7. washwashed with water (2×20 ml)
  8. customdried

출처 및 근거

ORD 기록
ord-4cc32cfe09164902a483753d9968b94c
출처 데이터셋
uspto-grants-2002_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06365739B1

반응 노트

불러오는 중…

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트