Ethyl 3-amino-2-(((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)amino)benzoate → Ethyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-mercaptobenzimidazole-7-carboxylate

HRID 725135노트

반응식

HRID 725135 반응식
[NH2:1][C:2]1[C:3]([NH:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[C:27]#[N:28])=[CH:17][CH:16]=2)=[C:4]([CH:10]=[CH:11][CH:12]=1)[C:5]([O:7][CH2:8][CH3:9])=[O:6].[C:29](=S)(OCC)[S-:30].[Na+]>C(O)C>[C:27]([C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=1[C:18]1[CH:19]=[CH:20][C:15]([CH2:14][N:13]2[C:3]3[C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])=[CH:10][CH:11]=[CH:12][C:2]=3[N:1]=[C:29]2[SH:30])=[CH:16][CH:17]=1)#[N:28]

참가 물질

4

반응물 2

HCID 15654655Ethyl 3-amino-2-(((2'-cyano-[1,1'-biphenyl]-4-yl)methyl)amino)benzoateHCID 23690437Sodium ethylxanthate

생성물 1

HCID 178468776Ethyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-mercaptobenzimidazole-7-carboxylate수율 80.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of ethyl 3-amino-2-[(2'-cyanobiphenyl-4-yl)methyl]aminobenzoate (5.6 g) and sodium O-ethyl dithiocarbonate (7.3 g) in ethanol (50 ml) was heated for 8 hours under reflux. The reaction mixture was concentrated and the residue was dissolved in water. The solution was adjusted to pH 3-4 with hydrochloric acid. Precipitating crystals were collected by filtration, followed by recrystallization from ethanol to afford yellow crystals (5.0 g, 80%), m.p. 225°-227° C.

후처리

  1. temperaturewas heated for 8 hours
  2. temperatureunder reflux
  3. concentrationThe reaction mixture was concentrated
  4. dissolutionthe residue was dissolved in water
  5. customPrecipitating crystals
  6. filtrationwere collected by filtration
  7. customfollowed by recrystallization from ethanol

출처 및 근거

ORD 기록
ord-e6fe41b61e044ffe90a9f93bdb5e3485
출처 데이터셋
uspto-grants-1998_01
특허 번호
US05705517

반응 노트

불러오는 중…