1,3-Bis(methoxycarbonyl)-2-methyl-2-thiopseudoeura → HCID 86646931、化合物

HRID 1929334ノート

反応式

HRID 1929334 の反応式
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

参加物

5

反応物 2

HCID 60001341,3-Bis(methoxycarbonyl)-2-methyl-2-thiopseudoeuraHCID 68511467HCID 68511467、化合物

生成物 1

HCID 86646931HCID 86646931、化合物収率 64.5%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 887Methanol溶媒

実験手順

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:

後処理

  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

出典と根拠

ORDレコード
ord-66d995a0ac7946028860f929da99793d
出典データセット
uspto-grants-2012_05
特許番号
US08188078B2

反応ノート

読み込み中…