Hydrochloric Acid → HCID 20131352, compound

HRID 845528Notes

Reaction equation

HRID 845528 reaction equation
[NH2:1][C:2]1[C:10]2[O:9][C:8]([F:12])([F:11])[O:7][C:6]=2[CH:5]=[CH:4][C:3]=1[N+:13]([O-])=O.[ClH:16]>CO.[Pd]>[ClH:16].[ClH:16].[F:12][C:8]1([F:11])[O:7][C:6]2=[CH:5][CH:4]=[C:3]([NH2:13])[C:2]([NH2:1])=[C:10]2[O:9]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 20131417HCID 20131417, compound

Product 1

HCID 20131352HCID 20131352, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

30 g of 4-amino-2,2-difluoro-5-nitro-1,3-benzodioxole in 300 ml of methanol are hydrogenated over 0.5 g of 10% strength palladium-on-charcoal in a circulatory hydrogenation apparatus under atmospheric pressure at room temperature, 2.5 equivalents of methanolic hydrogen chloride solution are added, the mixture is filtered, the solution is concentrated in vacuo and isopropanol and ether are added to the residue to give 35 g (97%) of 2,2-difluoro-1,3-benzodioxole-4,5-diamine dihydrochloride of m.p. 232°-233° C. (decomposition).

Workup

  1. filtrationthe mixture is filtered
  2. concentrationthe solution is concentrated in vacuo and isopropanol and ether
  3. additionare added to the residue

Sources & evidence

ORD record
ord-1f063099ae22436b93ad5b020ee502c2
Source dataset
uspto-grants-1988_07
Patent number
US04758579

Reaction notes

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