Nitric Acid → HCID 13960985, compound

HRID 477599Notes

Reaction equation

HRID 477599 reaction equation
[F:1][C:2]1[CH:14]=[CH:13][C:5]2[N:6]([CH:10]([CH3:12])[CH3:11])[C:7](=[O:9])[S:8][C:4]=2[CH:3]=1.[N+:15]([O-])([OH:17])=[O:16]>S(=O)(=O)(O)O>[F:1][C:2]1[C:14]([N+:15]([O-:17])=[O:16])=[CH:13][C:5]2[N:6]([CH:10]([CH3:12])[CH3:11])[C:7](=[O:9])[S:8][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 14033195HCID 14033195, compound

Product 1

HCID 13960985HCID 13960985, compoundYield 89.6%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

6-Fluoro-3-(1-methylethyl)-2(3H)-benzothiazolone (299 g) was dissolved in conc. sulfuric acid (8750 g), and the resultant mixture was cooled to a temperature of -5° to 0° C. 98% fuming nitric acid (d=1.52) (94.68 g) was dropwise added thereto while keeping the temperature at 0° C., followed by stirring for 1 hour. The reaction mixture was poured into ice-water (16 kg), and the precipitated crystals were collected by filtration. Crystals were washed with water and dried to give 325 g of 6-fluoro-3-(1-methylethyl)-5-nitro-2(3H)-benzothiazolone. m.p., 153°-153.5° C.

Workup

  1. customat 0° C.
  2. filtrationthe precipitated crystals were collected by filtration
  3. washCrystals were washed with water
  4. customdried

Sources & evidence

ORD record
ord-946f19a940bd425ebf0b268d511640ee
Source dataset
uspto-grants-1989_12
Patent number
US04888428

Reaction notes

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