Pyridine → 7-bromo-2,3-dihydro-5-(2-pyridyl)-2-thioxo-1H-1,4-benzodiazepin-1-acetic acid methyl ester

HRID 1580615ノート

反応式

HRID 1580615 の反応式
[CH3:1][O:2][C:3](=[O:24])[CH2:4][N:5]1[C:11]2[CH:12]=[CH:13][C:14]([Br:16])=[CH:15][C:10]=2[C:9]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=2)=[N:8][CH2:7][C:6]1=O.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:26].N1C=CC=CC=1>C(Cl)Cl.O>[CH3:1][O:2][C:3](=[O:24])[CH2:4][N:5]1[C:11]2[CH:12]=[CH:13][C:14]([Br:16])=[CH:15][C:10]=2[C:9]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=2)=[N:8][CH2:7][C:6]1=[S:26]

参加物

5

反応物 3

HCID 1049PyridineHCID 14817Phosphorus sulfide (P2S5)HCID 545262157-bromo-2,3-dihydro-2-oxo-5-(2-pyridyl)-1H-1,4-benzodiazepin-1-acetic acid methyl ester

生成物 1

HCID 537321227-bromo-2,3-dihydro-5-(2-pyridyl)-2-thioxo-1H-1,4-benzodiazepin-1-acetic acid methyl ester

試薬・触媒・溶媒 1

HCID 21908982Water methylene chloride溶媒

実験手順

A mixture of 0.01 mole of 7-bromo-2,3-dihydro-5-(2-pyridyl)-2-oxo-1H-1,4-benzodiazepin-1-acetic acid methyl ester, 0.0105 mole of phosphorus pentasulfide and 100 ml. of pyridine is heated under reflux for about 24 hours. The mixture is evaporated and the residue thus obtained is dissolved in methylene chloride-water. The organic layer is separated, washed with saturated sodium bicarbonate solution, dried over anhydrous magnesium sulfate and evaporated to remove the solvent. The residue thus obtained is chromatographed on silica gel and eluted to give 7-bromo-2,3-dihydro-5-(2-pyridyl)-2-thioxo-1H-1,4-benzodiazepin-1-acetic acid methyl ester.

後処理

  1. temperatureunder reflux for about 24 hours
  2. customThe mixture is evaporated
  3. customthe residue thus obtained
  4. customThe organic layer is separated
  5. washwashed with saturated sodium bicarbonate solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customevaporated
  8. customto remove the solvent
  9. customThe residue thus obtained
  10. customis chromatographed on silica gel
  11. washeluted

出典と根拠

ORDレコード
ord-5011f439f2ee4783a9689880890692e2
出典データセット
uspto-grants-1976_01
特許番号
US03933816

反応ノート

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