Methane → HCID 69934936, compound

HRID 380717Notes

Reaction equation

HRID 380717 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 carbon black 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 20 hours, 14.50 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. custom14.50 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-19484faba6d941299f4eb181130fbcfd
Source dataset
uspto-grants-2001_10
Patent number
US06303742B1

Reaction notes

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