Methane → HCID 69934936, compound

HRID 2120313Notes

Reaction equation

HRID 2120313 reaction equation
[C:1]([O:11][C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[CH:14][C:13]=1[N+:21]([O-])=O)(=[O:10])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C>[Fe].O1CCOCC1>[C:1]([O:11][C:12]1[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][C:13]=1[NH2:21])(=[O:10])[CH:2]=[CH:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 297MethaneHCID 740530652-Propenoic acid, 3-phenyl-, 2,4-dinitrophenyl ester

Product 1

HCID 69934936HCID 69934936, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

62.8 g (200 milimole) of 2,4-dinitrophenyl cinnamate, 15 g of activated charcoal with 5% Pt and 2% iron (product with water content of about 50%), and 500 ml of 1,4-dioxane were placed in a reaction vessel (hydrogenating apparatus), and then the reaction mixtures were heated at 60° C. with stirring under a hydrogen atmosphere. In approximately 2 hours, 29 L of hydrogen was absorbed, and the reaction was completed when the absorption of hydrogen stopped. Then the reacted solution was separated by filtration to remove the catalyst. The filtrate was concentrated, and 50.8 g of 2,4-diaminophenyl cinnamate was yielded. The exothermic peak temperature was 230° C.

Workup

  1. custom(hydrogenating apparatus), and then the reaction mixtures
  2. custom29 L of hydrogen was absorbed
  3. customthe absorption of hydrogen
  4. customThen the reacted solution was separated by filtration
  5. customto remove the catalyst
  6. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-ae887f5b044e40809d8898fc7c38752b
Source dataset
uspto-grants-2004_02
Patent number
US06689899B2

Reaction notes

Loading…