Sodium Bicarbonate → HCID 178437572, compound

HRID 1779890Notes

Reaction equation

HRID 1779890 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[C:7]([C:9]([NH2:11])=[NH:10])[CH:6]=[C:5]([Cl:12])[N:4]=1.C(=O)(O)[O-:14].[Na+].[CH3:18][C:19](=[CH:24][CH2:25][CH3:26])[C:20]([O:22][CH3:23])=[O:21]>CN(C)C=O>[Cl:2][C:3]1[CH:8]=[C:7]([C:9]2[NH:11][CH:24]([CH2:25][CH3:26])[CH:19]([C:20]([O:22][CH3:23])=[O:21])[C:18](=[O:14])[N:10]=2)[CH:6]=[C:5]([Cl:12])[N:4]=1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 27820892,6-dichloropyridine-4-carboximidamide HydrochlorideHCID 4056868Methyl 2-methyl-2-pentenoate

Product 1

HCID 178437572HCID 178437572, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To 10.6 g (46.8 mmol) of 2,6-dichloropyridine-4-carboxamidine hydrochloride in 100 mL of dimethylformamide was added 4.62 g of sodium bicarbonate followed by 10 g (46.8 mmol) of 80% methyl 2-methyl-2-pentenoate. The reaction was stirred at room temperature overnight before pouring onto 300 mL of ice water. The resultant pale yellow precipitate was collected by vacuum filtration and yields 12.15 g (36.8 mmol, 79%) of desired product with mp=188°-189° C.

Workup

  1. filtrationThe resultant pale yellow precipitate was collected by vacuum filtration

Sources & evidence

ORD record
ord-0764591625424cb1887df36872e29f8a
Source dataset
uspto-grants-1997_05
Patent number
US05629264

Reaction notes

Loading…