Ammonium Chloride → 5-Amidino-1-tetralone hydrochloride

HRID 357626Notes

Reaction equation

[C:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH2:6][CH2:7][CH2:8][C:9]2=[O:14])(=S)[NH2:2].F[B-](F)(F)F.C([O+](CC)CC)C.[Cl-:27].[NH4+:28]>>[ClH:27].[C:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH2:6][CH2:7][CH2:8][C:9]2=[O:14])(=[NH:28])[NH2:2]

Participants

Reactant 3

HCID 25517Ammonium Chloride

HCID 2723982Triethyloxonium tetrafluoroborate

HCID 189379235-Thiocarbamoyl-1-tetralone

Product 1

HCID 189379125-Amidino-1-tetralone hydrochloride

Procedure

Analogously to Example 29b), 8.6 g (42 mmol) of 5-thiocarbamoyl-1-tetralone are treated with 8.8 g (44 mmol) of triethyloxonium tetrafluoroborate and 2.6 g (49 mmol) of ammonium chloride. There is thus obtained the title compound in the form of slightly pink-colored crystals, MS (FAB): (M+H)+ =189.

Sources & evidence

ORD record: ord-bccd037b17414cae8928600923d6d57f
Source dataset: uspto-grants-1998_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05840911

Reaction notes

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