Dimethylcarbamoyl Chloride → HCID 20025926, compound

HRID 1722964Notes

Reaction equation

HRID 1722964 reaction equation
[Cl:1][C:2]1[C:7]([O:8][CH2:9][CH2:10][OH:11])=[CH:6][C:5]([N:12]2[C:17](=[O:18])[CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[N:14]([CH3:23])[C:13]2=[O:24])=[C:4]([F:25])[CH:3]=1.[CH3:26][N:27]([CH3:31])[C:28](Cl)=[O:29].C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH3:26][N:27]([CH3:31])[C:28](=[O:29])[O:11][CH2:10][CH2:9][O:8][C:7]1[CH:6]=[C:5]([N:12]2[C:17](=[O:18])[CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[N:14]([CH3:23])[C:13]2=[O:24])[C:4]([F:25])=[CH:3][C:2]=1[Cl:1]

Participants

5

Reactant 3

HCID 6598Dimethylcarbamoyl ChlorideHCID 8471TriethylamineHCID 20025916HCID 20025916, compound

Product 1

HCID 20025926HCID 20025926, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

using 3-[4-chloro-2-fluoro-5-(2-hydroxyethoxy)-phenyl]-1-methyl-6 -trifluoromethyl-2,4(1H,3H)-pyrimidinedione with N,N-dimethylcarbamoyl chloride and triethylamine in toluene there is obtained 2-[2-chloro-5-[3,6-dihydro-2,6 -dioxo-3-methyl-4-trifluoromethyl-1(2H)-pyrimidinyl]-4 -fluorophenoxy]-ethyl N,N-dimethylcarbamate, 1H-NMR (CDCl3, 400 MHz): 7.31 ppm (d,1H), 6.81 ppm (d,1H), 6.36 ppm (s,1H), 4.40°-4.47 ppm (m,2H), 4.16°-4.22 ppm (m,2H), 3.56 ppm (d,3H), 2.92 ppm (s,3H), 2.89 ppm (s,3H);

Sources & evidence

ORD record
ord-56dafae298b04119b21bf6acde6ada56
Source dataset
uspto-grants-1989_08
Patent number
US04859229

Reaction notes

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