Methane → HCID 19702448, compound

HRID 861184Notes

Reaction equation

HRID 861184 reaction equation
C.C1C(Br)=C(Br)[NH:4]C=1C(O)=O.N([O-])=O.[Na+].[CH3:16][CH2:17][O:18][C:19]1[CH:20]=[CH:21][C:22]([NH2:25])=[CH:23][CH:24]=1.[N+:26]([O-:29])([OH:28])=[O:27]>C(O)(C)C.O>[N+:26]([O-:29])([O-:28])=[O:27].[CH2:17]([O:18][C:19]1[CH:24]=[CH:23][C:22]([N+:25]#[N:4])=[CH:21][CH:20]=1)[CH3:16]

Participants

8

Reactant 5

HCID 297Methane2×HCID 944Nitric AcidHCID 90764-EthoxyanilineHCID 1618304,5-Dibromo-2-Pyrrolic AcidHCID 23668193Sodium Nitrite

Product 1

HCID 19702448HCID 19702448, compound

Reagents, catalysts & solvents 2

HCID 3776IsopropanolCatalystHCID 962WaterSolvent3×

Procedure

A carbon black with a CTAB surface area of 350 m2 /g and a DBPA of 120 ml/100 g was used. A suspension of 50 g of this carbon black was prepared by stirring it into 450 g of water that contained a few drops of isopropanol. A solution of 5.12 g of NaNO2 in 15 g of cold water was slowly added to a solution of 8.40 g of p-phenetidine and 11.88 g of concentrated nitric acid in 10 g of water that was cooled in an ice bath. 4-Ethoxybenzenediazonium nitrate was formed. After 15 minutes of stirring, the mixture was added to the stirring carbon black suspension. Bubbles were released. After 30 minutes, the product was collected by filtration, washed twice with water and dried in an oven at 125° C. The carbon black product had attached p-C6H4OC2H5 groups.

Workup

  1. customwas prepared
  2. temperaturewas cooled in an ice bath

Sources & evidence

ORD record
ord-e0a070df83864878a6495fed74656687
Source dataset
uspto-grants-1998_02
Patent number
US05713988

Reaction notes

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