Iodine → HCID 12670526, compound

HRID 1935304Notes

Reaction equation

HRID 1935304 reaction equation
[C:1]1([C:7]2[C:8]([C:13]3[C:14]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)=[CH:15][CH:16]=[CH:17][CH:18]=3)=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[I:25]I.NC(N)=O.S(=O)(=O)(O)O.[N+]([O-])(O)=O>C(Cl)(Cl)(Cl)Cl.C(O)(=O)C>[I:25][C:22]1[CH:23]=[CH:24][C:19]([C:14]2[C:13]([C:8]3[C:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)=[CH:12][CH:11]=[CH:10][CH:9]=3)=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:20][CH:21]=1

Participants

8

Reactant 5

HCID 807IodineHCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 1176UreaHCID 12549o-Quaterphenyl (8CI)

Product 1

HCID 12670526HCID 12670526, compoundYield 35%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 5943Carbon TetrachlorideSolvent

Conditions

Temperature
116 °C

Procedure

To a first mixture containing 5.0 g of quaterphenyl, 8.28 g of iodine, 75 ml of glacial acetic acid, 10 ml of carbon tetrachloride and 2.51 g of urea, a second mixture containing 7.5 ml of concentrated sulfuric acid and 2.00 ml of nitric acid (d=1.4) was added over a period of 0.5 hours while the first mixture was stirred at 115-117° C. Heating continued for another 2.5 hours. The product then was cooled, filtered, washed with sodium bisulphite (NaHSO3), water and methylene chloride. The reaction yield was 35%.

Workup

  1. additionwas added over a period of 0.5 hours while the first mixture
  2. temperatureHeating
  3. temperatureThe product then was cooled
  4. filtrationfiltered
  5. washwashed with sodium bisulphite (NaHSO3), water and methylene chloride
  6. customThe reaction yield was 35%

Sources & evidence

ORD record
ord-82e5a30551b64cab81189d1e7d2c38f8
Source dataset
uspto-grants-2002_05
Patent number
US06387545B1

Reaction notes

Loading…