1-Butanol → HCID 67858277, compound

HRID 2050998Notes

Reaction equation

HRID 2050998 reaction equation
[CH2:1]1[N:12]2[C:13]3[C:3](=[CH:4][CH:5]=[CH:6][C:7]=3[C:8](=S)[NH:9][C:10]3[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=32)[CH2:2]1.[C:19]([NH:22][NH2:23])(=O)C.[CH2:24](O)CCC>>[CH3:24][C:15]1[CH:16]=[CH:17][C:10]2[N:9]3[CH:19]=[N:22][N:23]=[C:8]3[C:7]3[CH2:6][CH2:5][CH:4]=[C:3]4[CH:2]=[CH:1][N:12]([C:13]=34)[C:11]=2[CH:14]=1

Participants

4

Reactant 3

HCID 2631-ButanolHCID 14039AcetohydrazideHCID 15132539HCID 15132539, compound

Product 1

HCID 67858277HCID 67858277, compoundYield 65%

Procedure

1,2-Dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepin6-thione (4.5 g), acetic hydrazide (4 g) and n-butanol (200 ml) were combined and refluxed overnight. The reaction mixture was concentrated under reduced pressure and the residue was purified by high performance liquid chromatography (2% methanol/dichloromethane) to yield 3.2 g (65%) of product. Recrystallization from ethanol gave the analytical sample, mp 237°-238° C.

Workup

  1. temperaturerefluxed overnight
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customthe residue was purified by high performance liquid chromatography (2% methanol/dichloromethane)

Sources & evidence

ORD record
ord-9eb754a7d90143859975a75c8dffdcdf
Source dataset
uspto-grants-1991_05
Patent number
US05015738

Reaction notes

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