Methyl 2-[(2-methoxy-2-oxoethyl)amino]benzoate → HCID 13693487, compound

HRID 611475Notes

Reaction equation

HRID 611475 reaction equation
[CH3:1][O:2][C:3]([CH2:5][NH:6][C:7]1[C:8](=[CH:13][CH:14]=[CH:15][CH:16]=1)[C:9]([O:11]C)=O)=[O:4].[O-:17][C:18]#[N:19].[K+]>C(O)(=O)C>[O:17]=[C:18]1[NH:19][C:9](=[O:11])[C:8]2[C:7](=[CH:16][CH:15]=[CH:14][CH:13]=2)[N:6]1[CH2:5][C:3]([O:2][CH3:1])=[O:4]

Participants

4

Reactant 2

HCID 5200104Methyl 2-[(2-methoxy-2-oxoethyl)amino]benzoateHCID 11378442Potassium cyanate

Product 1

HCID 13693487HCID 13693487, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Monatsh. Chem. (1987) 118; pages 71-79 describes the reaction of methyl N-(methoxycarbonylmethyl)anthranilate with potassium cyanate in glacial acetic acid to give methyl 1,2,3,4-tetrahydro-2,4-dioxoquinazolin-1-ylacetate. Although 10 equivalents of potassium cyanate are employed, the yield is only 19%.

Sources & evidence

ORD record
ord-594da36ca34a4d7c84b8a810da038aca
Source dataset
uspto-grants-1999_12
Patent number
US06001831

Reaction notes

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