1-(2-Methylphenyl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrile → HCID 20519668, compound

HRID 1660170Notes

Reaction equation

HRID 1660170 reaction equation
[Na].[C:2]([C:4]1[C:5](=[O:19])[NH:6][C:7](=[O:18])[N:8]([C:10]2[C:15]([CH3:16])=[CH:14][CH:13]=[CH:12][C:11]=2[CH3:17])[CH:9]=1)#[N:3].[C:20]([C:22]1[C:23](=[O:36])[NH:24][C:25](=[O:35])[N:26]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[CH3:34])[CH:27]=1)#[N:21].[F:37][C:38]([Cl:45])([Cl:44])[C:39]([Cl:43])([Cl:42])[S:40]Cl>>[C:2]([C:4]1[C:5](=[O:19])[N:6]([S:40][C:39]([Cl:43])([Cl:42])[C:38]([F:37])([Cl:45])[Cl:44])[C:7](=[O:18])[N:8]([C:10]2[C:15]([CH3:16])=[CH:14][CH:13]=[CH:12][C:11]=2[CH3:17])[CH:9]=1)#[N:3].[C:20]([C:22]1[C:23](=[O:36])[N:24]([S:40][C:39]([Cl:43])([Cl:42])[C:38]([F:37])([Cl:45])[Cl:44])[C:25](=[O:35])[N:26]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[CH3:34])[CH:27]=1)#[N:21]

Participants

6

Reactant 4

HCID 28232121-(2-Methylphenyl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrileHCID 5360545SodiumHCID 12806740HCID 12806740, compoundHCID 13014421HCID 13014421, compound

Product 2

HCID 20519668HCID 20519668, compoundHCID 20519681HCID 20519681, compound

Procedure

Following the procedure of Example 5, the sodium salt of 5-cyano-1-(2,6-dimethylphenyl)uracil and 5-cyano-1-(2-methylphenyl)uracil is each reacted with 2-fluoro-1, 1,2,2-tetrachloroethanesulphenyl chloride to yield 5-cyano-1-(2,6-dimethylphenyl)-3-(2-fluoro-1,1,2,2-tetrachloroethanesulphenyl)uracil and 5-cyano-1-(2-methylphenyl)-3-(2-fluoro-1,1,2,2-tetrachloroethanesulphenyl)uracil.

Sources & evidence

ORD record
ord-24604c1bd2a448998fe4932dc3aa00c7
Source dataset
uspto-grants-1981_12
Patent number
US04307098

Reaction notes

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