Ammonium nitrate → HCID 67210586, compound

HRID 1727251Notes

Reaction equation

HRID 1727251 reaction equation
[CH:1]1([C:7]2[S:8][C:9]3[C:15]([O:16]C)=[CH:14][CH:13]=[C:12]([O:18]C)[C:10]=3[N:11]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Ce+4].[N+]([O-])([O-])=O.[NH4+]>C(#N)C.O>[CH:1]1([C:7]2[S:8][C:9]3[C:15](=[O:16])[CH:14]=[CH:13][C:12](=[O:18])[C:10]=3[N:11]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 22985Ammonium nitrateHCID 119438Cerium(4+)HCID 67211384HCID 67211384, compound

Product 1

HCID 67210586HCID 67210586, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 18373917Acetonitrile--water (1/1)Solvent

Procedure

1 g (3.61 mmol) of 2-cyclohexyl-4,7-dimethoxy-1,3-benzothiazole is put into suspension in an acetonitrile/water mixture (3/1) at 0° C. then 4.36 g (7.96 mmol; 2.2 eq.) of cerium (IV) and ammonium nitrate are added to the suspension. The reaction mixture is maintained for 15 hours under stirring at ambient temperature, then 0.78 g (yield=88%) of 2-cyclohexyl-1,3-benzothiazole-4,7-dione is obtained after filtration, washing with cold water and drying under reduced pressure.

Workup

  1. temperatureThe reaction mixture is maintained for 15 hours

Sources & evidence

ORD record
ord-70497f18832b4492a2469d71ca2be54e
Source dataset
uspto-grants-2009_02
Patent number
US07495021B2

Reaction notes

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