HCID 19855993, compound → HCID 135549338, compound

HRID 2073760Notes

Reaction equation

HRID 2073760 reaction equation
[NH2:1][C:2]1[C:3]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:4][S:5][C:6]=1[C:7]([NH2:9])=[O:8].[N:16]([O-])=O.[Na+]>C(O)(=O)C.Cl.O>[C:10]1([C:3]2[C:2]3[N:1]=[N:16][NH:9][C:7](=[O:8])[C:6]=3[S:5][N:4]=2)[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

6

Reactant 2

HCID 19855993HCID 19855993, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 135549338HCID 135549338, compoundYield 71.3%

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

219 mg of 4-amino-3-phenyl-5-isothiazolecarboxamide in 7.2 ml of glacial acetic acid and 4 ml of concentrated hydrochloric acid were stirred at 0° C. during the addition of a solution of 80 mg of sodium nitrite in 1.2 ml of water. The mixture was held at below room temperature overnight and the precipitated product was filtered off and recrystallized from methanol to give 164 mg of 7-phenylisothiazolo[4,5-d]-1,2,3-triazin-4(3H)-one. A sample recrystallized from aqueous methanol melted at 179°-180° C. (dec.).

Workup

  1. filtrationthe precipitated product was filtered off
  2. customrecrystallized from methanol

Sources & evidence

ORD record
ord-a5c72dcd4ca64300a860942ed50f874a
Source dataset
uspto-grants-1990_04
Patent number
US04920119

Reaction notes

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