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

HRID 1722932Notes

Reaction equation

HRID 1722932 reaction equation
[NH2:1]/[C:2](/[CH2:10][F:11])=[C:3](/[F:9])\[C:4](OCC)=[O:5].[Cl:12][C:13]1[C:18]([O:19][CH:20]([CH3:22])[CH3:21])=[CH:17][C:16]([N:23]=[C:24]=[O:25])=[C:15]([F:26])[CH:14]=1>>[Cl:12][C:13]1[C:18]([O:19][CH:20]([CH3:21])[CH3:22])=[CH:17][C:16]([N:23]2[C:4](=[O:5])[C:3]([F:9])=[C:2]([CH2:10][F:11])[NH:1][C:24]2=[O:25])=[C:15]([F:26])[CH:14]=1

Participants

3

Reactant 2

HCID 132729244-Chloro-2-fluoro-5-isopropoxyphenyl isocyanateHCID 86742181Ethyl 3-amino-2,4-difluorocrotonate

Product 1

HCID 200259883-(4-chloro-2-fluoro-5-isopropoxyphenyl)-5-fluoro-6-fluoromethyl-2,4(1H,3H)-pyrimidinedione

Procedure

using ethyl 3-amino-2,4-difluorocrotonate and 4-chloro-2-fluoro-5-isopropoxyphenyl isocyanate there is obtained 3-(4-chloro-2-fluoro-5-isopropoxyphenyl)-5-fluoro-6-fluoromethyl-2,4(1H,3H)-pyrimidinedione, m.p. 152°-154° C.;

Sources & evidence

ORD record
ord-f668c2085f564acc9a2f8a911a91faf2
Source dataset
uspto-grants-1989_08
Patent number
US04859229

Reaction notes

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