HCID 13960994, compound → HCID 14306481, compound

HRID 1199149Notes

Reaction equation

HRID 1199149 reaction equation
[NH2:1][C:2]1[C:3]([F:15])=[CH:4][C:5]2[S:9][C:8](=[O:10])[N:7]([CH:11]([CH3:13])[CH3:12])[C:6]=2[CH:14]=1.[C:16](Cl)(Cl)=[O:17].C1(C)C=CC=CC=1>C1(C)C=CC=CC=1>[F:15][C:3]1[C:2]([N:1]=[C:16]=[O:17])=[CH:14][C:6]2[N:7]([CH:11]([CH3:13])[CH3:12])[C:8](=[O:10])[S:9][C:5]=2[CH:4]=1

Participants

4

Reactant 2

HCID 13960994HCID 13960994, compoundHCID 19083224Phosgen toluene

Product 1

HCID 14306481HCID 14306481, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 5-amino-3-isopropyl-6-fluoro-2(3H)-benzothiazolone (5 g) in toluene (70 ml) was added to 1M phosgene/toluene, and the resultant solution was stirred at 90° to 95° C. for 1 hour, followed by concentration under reduced pressure. The residue was crystallized from n-hexane to give 6-fluoro-3-isopropyl-2(3H)-benzothiazolon-5-yl isocyanate (5.2 g). m.p., 149°-150° C.

Workup

  1. concentrationfollowed by concentration under reduced pressure
  2. customThe residue was crystallized from n-hexane

Sources & evidence

ORD record
ord-bd25a596e7494c398f1f251e55072ba4
Source dataset
uspto-grants-1990_02
Patent number
US04898948

Reaction notes

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