Ethanol → HCID 178515556, compound

HRID 1429171Notes

Reaction equation

HRID 1429171 reaction equation
[OH-].[Na+].O.Cl.[C:5]([NH2:13])(=[NH:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[C:14]([CH2:22][C:23](OCC)=[O:24])(=O)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(O)C>O>[C:6]1([C:5]2[N:13]=[C:23]([OH:24])[CH:22]=[C:14]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[N:12]=2)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 7170Ethyl benzoylacetateHCID 14798Sodium HydroxideHCID 16219042Benzamidine HCl hydrate

Product 1

HCID 178515556HCID 178515556, compoundYield 60.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a ice cooled solution of sodium hydroxide (2.4 g, 60 mmol) in water (30 ml) was added benzamidine hydrochloride hydrate (9.4 g, 60 mmol) and ethyl benzoylacetate (12.1 g, 63 mmol). Ethanol (ca 30 ml) was added and the mixture was stirred at room temperature overnight. The solid was filtered off, washed with water and diethyl ether and dried which gave the title compound (9.0 g, 60%), (M+H)+1 249.

Workup

  1. filtrationThe solid was filtered off
  2. washwashed with water and diethyl ether
  3. customdried which

Sources & evidence

ORD record
ord-21b7ab5461084f47a628109badfe8a79
Source dataset
uspto-grants-2015_01
Patent number
US08937080B2

Reaction notes

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