P-Anisidine → HCID 3759870, compound

HRID 1758944Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][CH:4]=1.[C:10]([C:12](=[CH:21]OCC)[C:13]([NH:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[O:14])#[N:11]>>[C:10]([C:12](=[CH:21][NH:7][C:6]1[CH:8]=[CH:9][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)[C:13]([NH:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[O:14])#[N:11]

Participants

Reactant 2

HCID 7732P-Anisidine

HCID 230015ethyl N-(2-cyano-3-ethoxyacryloyl)carbamate

Product 1

HCID 3759870HCID 3759870, compound

Procedure

Following the above procedure, p-methoxyaniline (0.05 mol) is reacted with α-cyano-β-ethoxy-N-ethoxycarbonylacrylamide (0.05 mol) to yield α-cyano-β-(4-methoxyanilino)-N-ethoxycarbonylacrylamide, which is cyclized by heating in tetralin to yield 5-cyano-1-(4-methoxyphenyl)uracil, m.p. 304.5°-306.5°.

Sources & evidence

ORD record: ord-b7b1d4d546a24a7395e519bdbbbc7b3a
Source dataset: uspto-grants-1982_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04338318

Reaction notes

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