1,3-Bis(methoxycarbonyl)-2-methyl-2-thiopseudoeura → HCID 86646931, 화합물

HRID 1929334노트

반응식

HRID 1929334 반응식
CO[C:3](=O)[NH:4]/[C:5](/SC)=[N:6]/[C:7](=[O:10])[O:8][CH3:9].[Cl:14][C:15]1[CH:30]=[CH:29][CH:28]=[C:27]([Cl:31])[C:16]=1[CH2:17][O:18][C:19]1[CH:20]=[C:21]([NH2:26])C(N)=[CH:23][CH:24]=1>CO.C(O)(=O)C>[Cl:14][C:15]1[CH:30]=[CH:29][CH:28]=[C:27]([Cl:31])[C:16]=1[CH2:17][O:18][C:19]1[CH:24]=[CH:23][C:3]2[N:4]=[C:5]([NH:6][C:7](=[O:10])[O:8][CH3:9])[NH:26][C:21]=2[CH:20]=1

참가 물질

5

반응물 2

HCID 60001341,3-Bis(methoxycarbonyl)-2-methyl-2-thiopseudoeuraHCID 68511467HCID 68511467, 화합물

생성물 1

HCID 86646931HCID 86646931, 화합물수율 64.5%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 887Methanol용매

실험 절차

add 728 mg of dimethyl[(Z)-(methylsulphanyl)methylylidene]biscarbamate to a solution of 1 g of 4-[(2,6-dichlorobenzyl)oxy]benzene-1,2-diamine in a mixture of 60 cm3 of methanol and 212 mg of glacial acetic acid. The mixture is refluxed for 5.5 hours then concentrated under reduced pressure (0.2 kPa). The residue is taken up in 80 cm3 of a saturated aqueous solution in sodium hydrogen carbonate and the mixture obtained is extracted five times with 150 cm3 of ethyl acetate. The combined organic phases are dried over magnesium sulphate, filtered and evaporated under reduced pressure. The residue is taken up in 25 cm3 of acetonitrile, washed twice with 5 cm3 of acetonitrile, then dried under reduced pressure over sodium hydroxide. We obtain 834 mg of methyl {6-[(2,6-dichlorobenzyl)oxy]-1H-benzimidazol-2-yl}carbamate in the form of a white powder, which has the following characteristics:

후처리

  1. temperatureThe mixture is refluxed for 5.5 hours
  2. concentrationthen concentrated under reduced pressure (0.2 kPa)
  3. customthe mixture obtained
  4. extractionis extracted five times with 150 cm3 of ethyl acetate
  5. dry with materialThe combined organic phases are dried over magnesium sulphate
  6. filtrationfiltered
  7. customevaporated under reduced pressure
  8. washwashed twice with 5 cm3 of acetonitrile
  9. dry with materialdried under reduced pressure over sodium hydroxide

출처 및 근거

ORD 기록
ord-66d995a0ac7946028860f929da99793d
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08188078B2

반응 노트

불러오는 중…