Hydrochloric Acid → HCID 178516641, compound

HRID 1783335Notes

Reaction equation

HRID 1783335 reaction equation
[O-]CC.[Na+].[Cl:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([NH2:12])=[NH:11])=[CH:8][CH:7]=1.[C:15](OCC)(=[O:22])[CH2:16][C:17](OCC)=[O:18].Cl>C(O)C>[Cl:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]2[N:12]=[C:17]([OH:18])[CH:16]=[C:15]([OH:22])[N:11]=2)=[CH:8][CH:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7761Diethyl MalonateHCID 2034374-ChlorobenzamidineHCID 2723922Sodium ethoxide

Product 1

HCID 178516641HCID 178516641, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
40 °C

Procedure

To sodium ethoxide (48 ml of a 21% wt solution in ethanol diluted with a further 130 ml ethanol) was added 4-chlorobenzamidine (8 g) and diethyl malonate (6.67 ml) and the solution left to stir at 40° C. for 96 hrs. The reaction mixture was subsequently cooled to 5° C. and acidified cautiously to pH 2 using concentrated hydrochloric acid. The solid thus precipitated was filtered, washed with excess cold water, then 50 ml diethyl ether and dried in vacuo yielding the title compound (7.51 g).

Workup

  1. waitthe solution left
  2. temperatureThe reaction mixture was subsequently cooled to 5° C.
  3. customThe solid thus precipitated
  4. filtrationwas filtered
  5. washwashed with excess cold water
  6. dry with material50 ml diethyl ether and dried in vacuo

Sources & evidence

ORD record
ord-9dd16eab2b6941edbbcb5c059d77f0a9
Source dataset
uspto-grants-2009_03
Patent number
US07501407B2

Reaction notes

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