Hydrochloric Acid → HCID 70620457, compound

HRID 867237Notes

Reaction equation

HRID 867237 reaction equation
[NH2:1][C:2]([CH:12]=[CH2:13])([CH2:6][C:7]1[NH:11][CH:10]=[N:9][CH:8]=1)[C:3]([OH:5])=[O:4].[ClH:14].[CH3:15]O>>[ClH:14].[CH3:15][O:4][C:3](=[O:5])[C:2]([NH2:1])([CH:12]=[CH2:13])[CH2:6][C:7]1[NH:11][CH:10]=[N:9][CH:8]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 20317955HCID 20317955, compound

Product 1

HCID 70620457HCID 70620457, compound

Conditions

Temperature
25 °C

Procedure

A suspension of 1.81 g (0.01 mole) of 2-amino-2-vinyl-3-(5-imidazolyl)propionic acid in 50 ml of methanol saturated with anhydrous HCl is stirred overnight at 25° C. then evaporated to give 2-amino-2-vinyl-3-(5-imidazolyl)propionic acid methyl ester hydrochloride. The ester hydrochloride is suspended in 50 ml of methylene chloride and treated with 2.8 g (0.02 mole) of benzoyl chloride followed by treatment with 3.6 g (0.035 mole) of triethylamine. The mixture is stirred for 24 hours at 25° C., then washed with water, dried and evaporated. The residue is recrystallized from methanol to give methyl N,N'-dibenzoyl-2-amino-3-(5-imidazolyl)-2-vinylpropionate.

Workup

  1. customthen evaporated

Sources & evidence

ORD record
ord-28079bb731ef4aadb8c0bdba395d7208
Source dataset
uspto-grants-1978_07
Patent number
US04103089

Reaction notes

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