Methane → HCID 19702448, compound

HRID 861181Notes

Reaction equation

HRID 861181 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]>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

7

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 1

HCID 962WaterSolvent3×

Procedure

A carbon black with a surface area of 58 m2 /g and a DBPA of 46 ml/100 g was used. A suspension of 50 g of this carbon black was prepared by stirring it into 450 g of water. A solution of 5.12 g of NaNO2 in 15 g of cold water was slowly added to a solution of 1.40 g of p-phenetidine and 1.98 g of concentrated nitric acid in 5 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-C6H4 OC2H5 groups.

Workup

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

Sources & evidence

ORD record
ord-d7c4f2c6a6934f6092bc04b2d046e9b3
Source dataset
uspto-grants-1998_02
Patent number
US05713988

Reaction notes

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