O-Phenylenediamine → 1-(4-Cyano-phenyl)-3-[-(1-phenyl-ethylamino)-phenyl]-urea

HRID 49016

반응식

HRID 49016 반응식
[C:1]1([NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH2:7].C(=O)([O-])[O-].[K+].[K+].Br[CH:16]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH3:17].[C:24]([C:26]1[CH:31]=[CH:30][C:29]([N:32]=[C:33]=[O:34])=[CH:28][CH:27]=1)#[N:25]>CN(C)C=O>[C:24]([C:26]1[CH:27]=[CH:28][C:29]([NH:32][C:33]([NH:7][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=2[NH:8][CH:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH3:17])=[O:34])=[CH:30][CH:31]=1)#[N:25]

참가 물질

6

반응물 4

HCID 7243O-PhenylenediamineHCID 11430Potassium CarbonateHCID 11454(1-Bromoethyl)benzeneHCID 1703804-Cyanophenyl isocyanate

생성물 1

HCID 120439691-(4-Cyano-phenyl)-3-[-(1-phenyl-ethylamino)-phenyl]-urea

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

1.16 g (10.8 mmol) 1,2-phenylene diamine was dissolved in 10 ml dimethyl formamide, 2.1 g (15 mmol) potassium carbonate and 1.47 ml (10.8 mmol) 1-bromo-1-phenylethane were added with stirring. After 8 hours (h) at rt, most of the starting materials were consumed. Potassium bromide was filtered off, the solvent removed, the mixture redissolved in 20 ml THF and then 1,15 g (8 mmol) 4-cyanophenylisocyanate were slowly added and stirred for another 50 h at rt. The mixture was worked up by filtration, evaporated to dryness, dissolved in ethyl acetate and washed with diluted HCl, sodium carbonate solution and brine.

후처리

  1. custommost of the starting materials were consumed
  2. filtrationPotassium bromide was filtered off
  3. customthe solvent removed
  4. dissolutionthe mixture redissolved in 20 ml THF
  5. stirringstirred for another 50 h at rt
  6. filtrationThe mixture was worked up by filtration
  7. customevaporated to dryness
  8. dissolutiondissolved in ethyl acetate
  9. washwashed with diluted HCl, sodium carbonate solution and brine

출처 및 근거

ORD 기록
ord-76d8bb49b18e460c92fe6379f655d37e
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06706715B2

연결된 노트

불러오는 중…