Benzene → 1-(1-Methyl-2-pyrrolidylidene)-3-p-tolylurea

HRID 2071492노트

반응식

HRID 2071492 반응식
Cl.[CH3:2][N:3]1[CH2:7][CH2:6][CH2:5][C:4]1=[NH:8].C1C=CC=CC=1.[OH-].[Na+].[C:17]1([CH3:26])[CH:22]=[CH:21][C:20]([N:23]=[C:24]=[O:25])=[CH:19][CH:18]=1>O>[CH3:2][N:3]1[CH2:7][CH2:6][CH2:5][C:4]1=[N:8][C:24]([NH:23][C:20]1[CH:21]=[CH:22][C:17]([CH3:26])=[CH:18][CH:19]=1)=[O:25]

참가 물질

6

반응물 4

HCID 241BenzeneHCID 14798Sodium HydroxideHCID 693254-Methylphenyl isocyanateHCID 124489671-Methylpyrrolidin-2-imine hydrochloride

생성물 1

HCID 543941991-(1-Methyl-2-pyrrolidylidene)-3-p-tolylurea

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a suspension of 6.73 g. (0.05 mole) of 1-methyl-2-iminopyrrolidine hydrochloride in 100 ml. of benzene is added 2 ml. of water followed by 5 ml. of 50% NaOH. After stirring for 5 min., the benzene layer is decanted onto anhydrous potassium carbonate. The extraction is repeated twice with 75 ml. portions of fresh benzene. The combined extracts are filtered from drying agent (dicalite pad and suction). To the filtrate is added in one portion with stirring 6.66 g. (0.05 mole) of p-tolylisocyanate. After stirring for 5 hours, the solution is taken to dryness in vacuo and the resulting solid is recrystallized from ethyl acetate to give 1-(1-methyl-2-pyrrolidylidene)-3-p-tolylurea, m.p. = 136°-137° C. A final recrystallization from acetone shows the product melting at 140°-150° C. Thin layer chromatography (TLC) indicates both samples to be identical in purity. Apparently the two melting points represent polymorphic forms.

후처리

  1. additionTo a suspension of 6.73 g
  2. customthe benzene layer is decanted onto anhydrous potassium carbonate
  3. extractionThe extraction
  4. filtrationThe combined extracts are filtered
  5. dry with materialfrom drying agent (dicalite pad and suction)
  6. additionTo the filtrate is added in one portion
  7. stirringwith stirring 6.66 g
  8. stirringAfter stirring for 5 hours
  9. customthe resulting solid is recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-51f3f17d9dad4782925c63830e5b9f00
출처 데이터셋
uspto-grants-1977_09
특허 번호
US04046909

반응 노트

불러오는 중…