Hydrochloric Acid → HCID 178431757, compound

HRID 895497Notes

Reaction equation

HRID 895497 reaction equation
[O-]CC.[Na+].Cl.[Cl:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([NH2:13])=[NH:12])=[CH:9][CH:8]=1.C([O:18][C:19](=O)[CH:20]([CH3:26])[C:21](OCC)=[O:22])C.Cl>C(O)C>[Cl:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]2[N:13]=[C:19]([OH:18])[C:20]([CH3:26])=[C:21]([OH:22])[N:12]=2)=[CH:9][CH:8]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 11857Diethyl methylmalonateHCID 2034364-Chlorobenzene-1-carboximidamide hydrochlorideHCID 2723922Sodium ethoxide

Product 1

HCID 178431757HCID 178431757, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
40 °C

Procedure

To ethanol (20 ml) was added sodium ethoxide solution (7.76 ml of a 21% wt solution in ethanol), 4-chlorobenzamidine hydrochloride (1.0 g) and diethylmethylmalonate (0.89 ml). The suspension was stirred at 40° C. in an inert atmosphere for 44 hrs after which time it was cooled to 5° C. and treated dropwise with concentrated hydrochloric acid to a pH of 2. The resulting suspension was filtered and washed with excess water, then ethanol (20 ml) and diethyl ether (20 ml) affording the title compound as a solid (1.71 g).

Workup

  1. temperaturewas cooled to 5° C.
  2. filtrationThe resulting suspension was filtered
  3. washwashed with excess water

Sources & evidence

ORD record
ord-2489d38d43e8489d8be9106ed0045e63
Source dataset
uspto-grants-2005_07
Patent number
US06916804B2

Reaction notes

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