4-Chloro-2-fluoro-5-isopropoxyphenyl isocyanate → 6-pentafluoroethyl-2,4(1H,3H)-pyrimidinedione

Reaction equation

[NH2:1][C:2]([C:9]([F:15])([F:14])[C:10]([F:13])([F:12])[F:11])=[CH:3][C:4](OCC)=[O:5].ClC1C(OC(C)C)=CC([N:27]=[C:28]=[O:29])=C(F)C=1>>[F:15][C:9]([F:14])([C:2]1[NH:1][C:28](=[O:29])[NH:27][C:4](=[O:5])[CH:3]=1)[C:10]([F:11])([F:12])[F:13]

Participants

Reactant 2

HCID 132729244-Chloro-2-fluoro-5-isopropoxyphenyl isocyanate

HCID 71404335Ethyl 3-amino-4,4,5,5,5-pentafluoropent-2-enoate

Product 1

HCID 867433186-pentafluoroethyl-2,4(1H,3H)-pyrimidinedione

Procedure

using ethyl 3-amino-4,4,5,5,5-pentafluoro-2-pentenoate and 4-chloro-2-fluoro-5-isopropoxyphenyl isocyanate there is obtained 3- 4-chloro-2-fluoro-5-isopropoxyphenyl)-6-pentafluoroethyl-2,4(1H,3H)-pyrimidinedione, m.p. 141°-143° C.;

Sources & evidence

ORD record: ord-28059772e7984102956f3da9de4be28f
Source dataset: uspto-grants-1989_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04859229

Reaction notes

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