Methane → HCID 69936052, compound

HRID 2120311Notes

Reaction equation

HRID 2120311 reaction equation
[C:1]([OH:11])(=[O:10])[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[N+:12]([C:15]1[CH:16]=[C:17]([C:24]([C:26]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)=[O:27])=[O:25])[CH:18]=[C:19]([N+:21]([O-])=O)[CH:20]=1)([O-])=O.C>O1CCOCC1>[C:1]([OH:11])(=[O:10])[CH:2]=[CH:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1.[NH2:12][C:15]1[CH:16]=[C:17]([C:24]([C:26]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)=[O:27])=[O:25])[CH:18]=[C:19]([NH2:21])[CH:20]=1

Participants

4

Reactant 2

HCID 297MethaneHCID 86584391HCID 86584391, compound

Product 1

HCID 69936052HCID 69936052, compoundYield 94.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

65.6 g (200 milimole) of 3,5-dinitrobenzil cinnamate, 10 g carbon black contained 5% Pt (product with water content of about 50%), and 500 ml of 1,4-dioxane were placed in a reaction vessel (hydrogenating apparatus). Then the reaction mixture were heated at 60° C. with stirring under a hydrogen atmosphere. In approximately two hours, 29 L of hydrogen was absorbed and the reaction was completed when the absorption of hydrogen stopped, and the filtrate was concentrated. The carbon black contained Pt was isolated by filtration. Thus, 53.6 g of 3, 5-diaminobenzil cinnamate was yielded. The exothermic peak temperature was 230° C.

Workup

  1. customwere placed in a reaction vessel
  2. custom29 L of hydrogen was absorbed
  3. customthe absorption of hydrogen
  4. concentrationthe filtrate was concentrated
  5. customwas isolated by filtration

Sources & evidence

ORD record
ord-6adcaf6e9f98474ea037b0654d65a7b8
Source dataset
uspto-grants-2004_02
Patent number
US06689899B2

Reaction notes

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