1-(2-Methylphenyl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrile → HCID 20519634, compound

HRID 1660173Notes

Reaction equation

HRID 1660173 reaction equation
[Cl:1][C:2]([S:6]Cl)=[C:3]([Cl:5])[Cl:4].[Na].[C:9]([C:11]1[C:12](=[O:26])[NH:13][C:14](=[O:25])[N:15]([C:17]2[C:22]([CH3:23])=[CH:21][CH:20]=[CH:19][C:18]=2[CH3:24])[CH:16]=1)#[N:10].[C:27]([C:29]1[C:30](=[O:43])[NH:31][C:32](=[O:42])[N:33]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=2[CH3:41])[CH:34]=1)#[N:28].[C:44]([C:46]1[C:47](=[O:63])[NH:48][C:49](=[O:62])[N:50]([C:52]2[C:57]([CH2:58][CH3:59])=[CH:56][CH:55]=[CH:54][C:53]=2[CH2:60][CH3:61])[CH:51]=1)#[N:45]>>[C:9]([C:11]1[C:12](=[O:26])[N:13]([S:6][C:2]([Cl:1])=[C:3]([Cl:5])[Cl:4])[C:14](=[O:25])[N:15]([C:17]2[C:22]([CH3:23])=[CH:21][CH:20]=[CH:19][C:18]=2[CH3:24])[CH:16]=1)#[N:10].[C:27]([C:29]1[C:30](=[O:43])[N:31]([S:6][C:2]([Cl:1])=[C:3]([Cl:5])[Cl:4])[C:32](=[O:42])[N:33]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=2[CH3:41])[CH:34]=1)#[N:28].[C:44]([C:46]1[C:47](=[O:63])[N:48]([S:6][C:2]([Cl:1])=[C:3]([Cl:5])[Cl:4])[C:49](=[O:62])[N:50]([C:52]2[CH:57]=[CH:56][CH:55]=[CH:54][C:53]=2[CH2:60][CH3:61])[CH:51]=1)#[N:45].[C:44]([C:46]1[C:47](=[O:63])[N:48]([S:6][C:2]([Cl:1])=[C:3]([Cl:5])[Cl:4])[C:49](=[O:62])[N:50]([C:52]2[C:57]([CH2:58][CH3:59])=[CH:56][CH:55]=[CH:54][C:53]=2[CH2:60][CH3:61])[CH:51]=1)#[N:45]

Participants

9

Reactant 5

HCID 28232121-(2-Methylphenyl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrileHCID 5360545SodiumHCID 13014421HCID 13014421, compoundHCID 20519645HCID 20519645, compoundHCID 205196721,1,2-Trichloro-2-(chlorosulfanyl)ethene

Product 4

HCID 20519634HCID 20519634, compoundHCID 20519678HCID 20519678, compoundHCID 20519696HCID 20519696, compoundHCID 20519708HCID 20519708, compound

Procedure

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

Sources & evidence

ORD record
ord-5f09b77e702d4b1392c7f4ab9f31066e
Source dataset
uspto-grants-1981_12
Patent number
US04307098

Reaction notes

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