Thiourea → HCID 178470332, compound

HRID 325455Notes

Reaction equation

HRID 325455 reaction equation
[NH2:1][C:2]([NH2:4])=[S:3].[CH2:5]([O:7][C:8]([C:10]1N=C(Br)N2[C:22]3[C:17](=[CH:18][C:19]([C:23]([F:26])([F:25])[F:24])=[CH:20][CH:21]=3)[N:16]([CH3:27])[C:15](=[O:28])[C:14]=12)=[O:9])[CH3:6]>>[CH2:5]([O:7][C:8]([C:10]1[N:1]=[C:2]([SH:3])[N:4]2[C:22]3[C:17](=[CH:18][C:19]([C:23]([F:25])([F:24])[F:26])=[CH:20][CH:21]=3)[N:16]([CH3:27])[C:15](=[O:28])[C:14]=12)=[O:9])[CH3:6]

Participants

3

Reactant 2

HCID 2723790ThioureaHCID 13309908HCID 13309908, compound

Product 1

HCID 178470332HCID 178470332, compoundYield 44%

Procedure

To an ethanolic solution (200 ml) of 1-bromo-5-methyl-4-oxo-7-trifluoromethyl-4,5-dihydroimidazo[1,5-a]quinoxaline 3-carboxylic acid ethyl ester (1.8 g) was added thiourea (0.4 g). The mixture was refluxed on a steam bath for two hours. After cooling to room temperature, the precipitate was collected, taken up in chloroform and put through a short silica gel dry column (5% methanol in chloroform as eluant). From column, the product was isolated as a white solid (0.7 g, 44% yield). Recrystallized from acetonitrile, m.p. 282° C.

Workup

  1. temperatureThe mixture was refluxed on a steam bath for two hours
  2. customthe precipitate was collected
  3. dry with materialdry column (5% methanol in chloroform as eluant)

Sources & evidence

ORD record
ord-574802e24cde4e0f8a3b30530e35f1a0
Source dataset
uspto-grants-1984_04
Patent number
US04440929

Reaction notes

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