Nitric Acid → HCID 20446969, compound

HRID 1902616Notes

Reaction equation

HRID 1902616 reaction equation
[N+:1]([O-:4])(O)=[O:2].S(=O)(=O)(O)O.[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])=[CH:13][C:12]=1[Cl:26]>>[Cl:26][C:12]1[CH:13]=[C:14]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[C:15]([N+:1]([O-:4])=[O:2])=[CH:16][C:11]=1[Cl:10]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 20446974HCID 20446974, compound

Product 1

HCID 20446969HCID 20446969, compoundYield 100%

Procedure

To a stirred and cooled (0°-5° C.) mixture of 110 parts of concentrated nitric acid solution and 314 parts of concentrated sulfuric acid solution are added dropwise 60 parts of 1,2-dichloro-4-nonylbenzene. Upon completion, stirring is continued for 30 minutes at 0° C. The reaction mixture is poured onto crushed ice and the product is extracted with 2,2'-oxybispropane. The extract is washed successively with water and a sodium hydrogen carbonate solution, dried, filtered and evaporated, yielding 70 parts (100%) of 1,2-dichloro-4-nitro-5-nonylbenzene as an oily residue.

Workup

  1. temperaturecooled
  2. stirringUpon completion, stirring
  3. additionThe reaction mixture is poured
  4. customonto crushed ice
  5. extractionthe product is extracted with 2,2'-oxybispropane
  6. washThe extract is washed successively with water
  7. dry with materiala sodium hydrogen carbonate solution, dried
  8. filtrationfiltered
  9. customevaporated

Sources & evidence

ORD record
ord-d54f1a86ef354904ad4dcafb55c3e828
Source dataset
uspto-grants-1982_12
Patent number
US04364942

Reaction notes

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