Water → HCID 14547402, compound

HRID 1607513Notes

Reaction equation

HRID 1607513 reaction equation
[CH:1]1([C:7]([S:9]C)=S)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[O:11]=[C:12]1[N:17]2[CH2:18][CH2:19][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[CH:16]2[CH2:15][NH:14][CH2:13]1.O>CN(C)C=O>[CH:1]1([C:7]([N:14]2[CH2:13][C:12](=[O:11])[N:17]3[CH2:18][CH2:19][CH2:20][C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[CH:16]3[CH2:15]2)=[S:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 962WaterHCID 11401064HCID 11401064, compoundHCID 14547364HCID 14547364, compound

Product 1

HCID 14547402HCID 14547402, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Methyl cyclohexanecarbodithioate (0.24 g) was added to a solution of 4-oxo-1,2,3,4,6,7,8,12b-octahydropyrazino[2,1-a][2]benzazepine (0.3 g) in dimethylformamide (5 ml). The mixture was refluxed for 4 h, cooled and poured into water. This was extracted with diethyl ether; the ether solution was dried (MgSO4) and evaporated. The residue was purified by column chromatography (SiO2, diethyl ether). m/e observed: 342.1770 C20H26N2OS requires 342.1766

Workup

  1. temperatureThe mixture was refluxed for 4 h
  2. temperaturecooled
  3. extractionThis was extracted with diethyl ether
  4. dry with materialthe ether solution was dried (MgSO4)
  5. customevaporated
  6. customThe residue was purified by column chromatography (SiO2, diethyl ether)

Sources & evidence

ORD record
ord-cca2a236e09e43b380a2ed553e0b5de9
Source dataset
uspto-grants-1989_09
Patent number
US04866056

Reaction notes

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