Carbon Dioxide → HCID 178429396, compound

HRID 1381478Notes

Reaction equation

HRID 1381478 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][C:11]([NH2:13])=[NH:12])([O-:3])=[O:2].C(=O)([O-])[O-].[C:18](OCC)(=[O:23])[CH2:19][C:20]([CH3:22])=O.C(=O)=O>COCCOCCOC>[OH:23][C:18]1[N:13]=[C:11]([NH:10][C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N+:1]([O-:3])=[O:2])[N:12]=[C:20]([CH3:22])[CH:19]=1

Participants

5

Reactant 3

HCID 280Carbon DioxideHCID 8868Ethyl AcetoacetateHCID 178512475HCID 178512475, compound

Product 1

HCID 178429396HCID 178429396, compound

Reagents, catalysts & solvents 1

HCID 8150DiglymeSolvent

Procedure

121 g (0.5 mol) of 2-nitrophenyl-guanidine-carbonate, 100 g of ethyl acetoacetate and 200 ml of diethylene glycol dimethyl ether are heated first to 65° and, when the evolution of CO2 has ceased, to 140°. In the course of this ethanol and water are distilled off. After 31/2 hours the suspension is cooled, water is added and the pH is adjusted to 4-5 with concentrated hydrochloric acid. The yellow precipitate is filtered off, washed with water and dried in vacuo at 80° C. 80.3 g (65.2% of the theoretical amount) of the title compound of formula ##STR17## (compound No. 2.071) are obtained in the form of crystals having a melting point of 240°-242°.

Workup

  1. customhas ceased, to 140°
  2. distillationIn the course of this ethanol and water are distilled off
  3. temperatureAfter 31/2 hours the suspension is cooled
  4. additionwater is added
  5. filtrationThe yellow precipitate is filtered off
  6. washwashed with water
  7. customdried in vacuo at 80° C
  8. custom2.071) are obtained in the form of crystals

Sources & evidence

ORD record
ord-7a73fe9abbb24e1bbfb75cb5a835c804
Source dataset
uspto-grants-1989_02
Patent number
US04802909

Reaction notes

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