Hydrochloric Acid → HCID 13013689, compound

HRID 894932Notes

Reaction equation

HRID 894932 reaction equation
Cl.[Cl:2][C:3]1[CH:21]=[C:20]([Cl:22])[CH:19]=[CH:18][C:4]=1[O:5][C:6]1[CH:7]=[CH:8][C:9]([N+:15]([O-])=O)=[C:10]([CH:14]=1)[C:11]([OH:13])=[O:12].[Sn]>C(O)C>[ClH:2].[NH2:15][C:9]1[CH:8]=[CH:7][C:6]([O:5][C:4]2[CH:18]=[CH:19][C:20]([Cl:22])=[CH:21][C:3]=2[Cl:2])=[CH:14][C:10]=1[C:11]([OH:13])=[O:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 148653Bifenox acidHCID 5352426Tin atom

Product 1

HCID 13013689HCID 13013689, compoundYield 74.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Concentrated hydrochloric acid (100 ml) was added dropwise to a mixture of 5-(2,4-dichlorophenoxy)-2-nitrobenzoic acid (10 g) and granulated tin (20 g) cooled to 10°-15° C. The mixture was then heated to 60°-70° C. for 1 hour. Ethanol (100 ml) was added and the mixture heated for a further 2 hours at 60°-70° C. The precipitate was collected and recrystallised from ethanol to give the hydrochloride (3.8 g) with a melting point of 166°-168° C. with decomposition.

Workup

  1. temperaturecooled to 10°-15° C
  2. temperatureThe mixture was then heated to 60°-70° C. for 1 hour
  3. temperaturethe mixture heated for a further 2 hours at 60°-70° C
  4. customThe precipitate was collected
  5. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-7d57d65f463749e5a5316441775ea8a5
Source dataset
uspto-grants-1981_08
Patent number
US04285723

Reaction notes

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