Sulfuric Acid → 1,1,2-Trimethyl-1H-benzo[e]indole-7-sulfonic acid

HRID 2106987

반응식

HRID 2106987 반응식
[CH3:1][C:2]1([CH3:16])[C:10]2[C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[CH:7]=[CH:6][C:5]=2[N:4]=[C:3]1[CH3:15].[OH:17][S:18](O)(=[O:20])=[O:19]>[OH-].[Na+]>[S:18]([C:13]1[CH:12]=[CH:11][C:9]2[C:10]3[C:2]([CH3:16])([CH3:1])[C:3]([CH3:15])=[N:4][C:5]=3[CH:6]=[CH:7][C:8]=2[CH:14]=1)([OH:20])(=[O:19])=[O:17]

참가 물질

4

반응물 2

HCID 1118Sulfuric AcidHCID 1705302,3,3-Trimethylbenzoindolenine

생성물 1

HCID 198472691,1,2-Trimethyl-1H-benzo[e]indole-7-sulfonic acid

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

반응 조건

온도
180 °C

실험 절차

1,1,2-Trimethyl-1H-benz[e]indole, 100 g. was added with stirring to 500 mL of concentrated H2SO4. The mixture was heated at 180° C. for 1/2 h, cooled to 60° C. and poured onto 2 Kg ice. Cautionsly 500 ml of 50% aqueous NaOH was added. After 24 hours at room temperature the solid was filtered off, and 500 mL of saturated aqueous Na2SO4 was added. The resulting solid precipitate was collected, added to the previously filtered solid, and recrystallized from 2 L of H2O. Yield 25 g after overnight vacuum drying at 50° C. The location of the sulfo group was determined as being the 7-position by proton nuclear magnetic resonance measurements.

후처리

  1. additionwas added
  2. temperaturecooled to 60° C.
  3. filtrationAfter 24 hours at room temperature the solid was filtered off
  4. addition500 mL of saturated aqueous Na2SO4 was added
  5. customThe resulting solid precipitate was collected
  6. additionadded to the previously filtered solid
  7. customrecrystallized from 2 L of H2O
  8. customYield 25 g after overnight vacuum drying at 50° C

출처 및 근거

ORD 기록
ord-cd0326d55861465aa217f15243fad443
출처 데이터셋
uspto-grants-1990_06
특허 번호
US04933269

연결된 노트

불러오는 중…