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

Dimethylformamide → N-ethyl-4,5-dihydro-8-methylthio-2-phenylthieno[3,4-e]benzothiazole-6-carboxamide

HRID 2296811
노트
인쇄 미리보기

반응식

HRID 2296811 반응식
[CH3:1][S:2][C:3]1[S:4][C:5]([C:21](O)=[O:22])=[C:6]2[C:20]=1[C:10]1[N:11]=[C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[S:13][C:9]=1[CH2:8][CH2:7]2.[C:24](Cl)(=O)[C:25](Cl)=O.C[N:31](C)C=O>O1CCCC1>[CH2:24]([NH:31][C:21]([C:5]1[S:4][C:3]([S:2][CH3:1])=[C:20]2[C:10]3[N:11]=[C:12]([C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=4)[S:13][C:9]=3[CH2:8][CH2:7][C:6]=12)=[O:22])[CH3:25]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 120435044,5-Dihydro-8-methylthio-2-phenylthieno[3,4-e]benzothiazole-6-carboxylic acid

생성물 1

HCID 12043512N-ethyl-4,5-dihydro-8-methylthio-2-phenylthieno[3,4-e]benzothiazole-6-carboxamide수율 76%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

4,5-Dihydro-8-methylthio-2-phenylthieno[3,4-e]benzothiazole-6-carboxylic acid (0.43 g) was suspended in tetrahydrofuran (15 ml); oxalyl chloride (0.23 g) and then N,N-dimethylformamide (6 μl) were added. After this mixture was stirred at room temperature for 2 hours, it was concentrated under reduced pressure. The residue was suspended in tetrahydrofuran (5 ml) and cooled with ice; a 70% aqueous solution of ethylamine (4.0 ml) was added. After the reaction mixture was stirred at room temperature for 1 hour, it was poured over water (150 ml) and extracted with ethyl acetate-tetrahydrofuran (3:1, v/v). The organic layer was washed with water and dried (MgSO4), after which the solvent was distilled off to yield N-ethyl-4,5-dihydro-8-methylthio-2-phenylthieno[3,4-e]benzothiazole-6-carboxamide (0.35 g, 76%), which was then recrystallized from chloroform-ethanol. Yellow needles. Melting point 211-212° C.

후처리

  1. concentrationit was concentrated under reduced pressure
  2. temperaturecooled with ice
  3. additiona 70% aqueous solution of ethylamine (4.0 ml) was added
  4. stirringAfter the reaction mixture was stirred at room temperature for 1 hour
  5. additionit was poured over water (150 ml)
  6. extractionextracted with ethyl acetate-tetrahydrofuran (3:1
  7. washThe organic layer was washed with water
  8. dry with materialdried (MgSO4)
  9. distillationafter which the solvent was distilled off

출처 및 근거

ORD 기록
ord-1dfe481eb03d4ed09f8a962a8c100837
출처 데이터셋
uspto-grants-2002_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06489351B1

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트