Hydrochloric Acid → HCID 14674483, compound

HRID 2254644Notes

Reaction equation

HRID 2254644 reaction equation
[F:1][C:2]([F:18])([F:17])[O:3][C:4]1[CH:13]=[C:12]([N+:14]([O-])=O)[C:7]2[N:8]=[C:9]([NH2:11])[S:10][C:6]=2[CH:5]=1.Cl.C(O)C>[Fe].O>[F:18][C:2]([F:1])([F:17])[O:3][C:4]1[CH:5]=[C:6]2[S:10][C:9]([NH2:11])=[N:8][C:7]2=[C:12]([NH2:14])[CH:13]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 117783466-Trifluoromethoxy-4-nitro-2-benzothiazolamine

Product 1

HCID 14674483HCID 14674483, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 962WaterSolvent

Procedure

The procedure is as Example 7, starting with 6-trifluoromethoxy-4-nitro-2-benzothiazolamine, iron powder, concentrated hydrochloric acid and ethanol having a water content of 50% (vol./vol.). After purification on a column of silica with a mixture of cyclohexane and ethyl acetate (10:90 by volume) as eluant, a white solid (1.5 g) is recovered, which solid is recrystallized in toluene (130 cc) to obtain 6-tri-fluoromethoxy-2,4-benzothiazolediamine (1 g), m.p. 206° C.

Workup

  1. customAfter purification on a column of silica
  2. additionwith a mixture of cyclohexane and ethyl acetate (10:90 by volume) as eluant
  3. customa white solid (1.5 g) is recovered
  4. customwhich solid is recrystallized in toluene (130 cc)

Sources & evidence

ORD record
ord-27d89115e4494f5f97657bbdda12bec5
Source dataset
uspto-grants-1993_08
Patent number
US05236940

Reaction notes

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