Triethyl orthoacetate → HCID 53701636, compound

HRID 544199Notes

Reaction equation

[C:1]([C:3]1[C:4](=[O:20])[NH:5]C(=O)N(NC2C=CC=CC=2C)C=1CC)#[N:2].[C:21]([O:30][CH2:31][CH3:32])(OCC)(OCC)[CH2:22][CH3:23].[C:33]([O:41]CC)([O:38][CH2:39][CH3:40])(OCC)C>>[C:1]([C:3](=[C:21]([O:30][CH2:31][CH3:32])[CH2:22][CH3:23])[C:4]([NH:5][C:33]([O:38][CH2:39][CH3:40])=[O:41])=[O:20])#[N:2]

Participants

Reactant 3

HCID 66221Triethyl orthoacetate

HCID 66995Ethyl orthopropionate

HCID 20459819HCID 20459819, compound

Product 1

HCID 53701636HCID 53701636, compound

Procedure

In the same manner, 5-cyano-6-ethyl-1-(2-methylanilino)-2,4-pyrimidinedione is made by using triethyl orthopropionate rather than triethyl orthoacetate to give α-cyano-β-ethoxy-β-ethyl-N-ethoxycarbonylacrylamide, which is reacted with 2-methylphenylhydrazine, followed by cyclization.

Sources & evidence

ORD record: ord-9dcbfa60734f45949c94f09f224e2d1e
Source dataset: uspto-grants-1984_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04448961

Reaction notes

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