Ethanol → HCID 178479532, compound

HRID 1730476

Reaction equation

HRID 1730476 reaction equation
Cl.[NH2:2][NH:3][C:4]([NH:6][NH2:7])=[NH:5].C(O)C.[Cl:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]=O)=[CH:14][CH:13]=1.[OH-].[Na+]>O>[ClH:11].[NH2:2][NH:3][C:4]([NH:6][N:7]=[CH:16][C:15]1[CH:18]=[CH:19][C:12]([Cl:11])=[CH:13][CH:14]=1)=[NH:5]

Participants

6

Reactant 4

HCID 702Ethanol2×HCID 77264-ChlorobenzaldehydeHCID 14798Sodium HydroxideHCID 178479531HCID 178479531, compound

Product 1

HCID 178479532HCID 178479532, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

The preparation of the subject compound may also be accomplished as follows: 25 g. of 1,3-diaminoguanidine hydrochloride is dissolved in 1800 ml. of boiling ethanol. To this boiling solution, 28 g. of 4-chlorobenzaldehyde in 300 ml. of ethanol is added over a period of 8 hours. The reaction mixture is then cooled at 0° C. overnight, clarified, and the filtrate concentrated to 500 ml. volume and cooled at 0° C. 29 g. of precipitate is obtained. This is slurried in 300 ml.of water, the pH adjusted to 8-8.5 with sodium hydroxide solution, the slurry heated to boiling and filtered. Cooling the filtrate gives 18 g. ofessentially pure product melting at 243°-244° C., as in the previous preparation.

Workup

  1. customThe preparation of the subject compound
  2. concentrationthe filtrate concentrated to 500 ml
  3. temperaturevolume and cooled at 0° C
  4. customof precipitate is obtained
  5. temperaturethe slurry heated
  6. filtrationfiltered
  7. temperatureCooling the filtrate
  8. customgives 18 g

Sources & evidence

ORD record
ord-d9c4bbd8bd1145f7b1f71b9a3fd3383e
Source dataset
uspto-grants-1976_11
Patent number
US03992446

Linked notes

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