Aniline → allyl N-phenyl-2,3-epoxysuccinamate

HRID 2166598

Reaction equation

HRID 2166598 reaction equation
[O:1]1[CH:6]([C:7]([OH:9])=[O:8])[CH:2]1[C:3]([OH:5])=O.[CH2:10]([K])[CH:11]=[CH2:12].C(Cl)(=O)C(Cl)=O.[NH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[C:21]1([NH:20][C:3](=[O:5])[CH:2]2[O:1][CH:6]2[C:7]([O:9][CH2:12][CH:11]=[CH2:10])=[O:8])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 3

HCID 6115AnilineHCID 65578Oxalyl chlorideHCID 178455845HCID 178455845, compound

Product 1

HCID 13150874allyl N-phenyl-2,3-epoxysuccinamateYield 50.7%

Procedure

Following the procedure of Example 1, monoallyl potassium epoxysuccinate (2.1 g) was successively treated with oxalyl chloride (1.26 g) and aniline (1.86 g) to give 1.24 g of allyl N-phenyl-2,3-epoxysuccinamate (Compound No. 30) as colorless needles melting at 32° C.

Sources & evidence

ORD record
ord-e3b567c51b564631b0ab7bafbf747871
Source dataset
uspto-grants-1983_06
Patent number
US04387238

Linked notes

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