Trichloromethanesulfenyl chloride → 5-Cyano-1-(2,6-dimethylphenyl)-6-methyl-3-trichloromethanesulfenyluracil

HRID 1660169Notes

Reaction equation

HRID 1660169 reaction equation
[Na].[C:2]([C:4]1[C:5](=[O:20])[NH:6][C:7](=[O:19])[N:8]([C:11]2[C:16]([CH3:17])=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:18])[C:9]=1[CH3:10])#[N:3].[C:21]([C:24]1[C:25](=[O:39])[NH:26][C:27](=[O:38])[N:28]([C:30]2[C:35]([CH3:36])=[CH:34][CH:33]=[CH:32][C:31]=2[CH3:37])[CH:29]=1)(=[O:23])[NH2:22].[CH3:40][C:41]1[CH:46]=[CH:45][CH:44]=[C:43]([CH3:47])[C:42]=1[N:48]1[CH:55]=[CH:54][C:52](=[O:53])[NH:51][C:49]1=[O:50].[Cl:56][C:57]([Cl:61])([Cl:60])[S:58]Cl>>[C:2]([C:4]1[C:5](=[O:20])[N:6]([S:58][C:57]([Cl:61])([Cl:60])[Cl:56])[C:7](=[O:19])[N:8]([C:11]2[C:12]([CH3:18])=[CH:13][CH:14]=[CH:15][C:16]=2[CH3:17])[C:9]=1[CH3:10])#[N:3].[C:21]([C:24]1[C:25](=[O:39])[N:26]([S:58][C:57]([Cl:61])([Cl:60])[Cl:56])[C:27](=[O:38])[N:28]([C:30]2[C:35]([CH3:36])=[CH:34][CH:33]=[CH:32][C:31]=2[CH3:37])[CH:29]=1)(=[O:23])[NH2:22].[CH3:40][C:41]1[CH:46]=[CH:45][CH:44]=[C:43]([CH3:47])[C:42]=1[N:48]1[CH:55]=[CH:54][C:52](=[O:53])[N:51]([S:58][C:57]([Cl:61])([Cl:60])[Cl:56])[C:49]1=[O:50]

Participants

8

Reactant 5

HCID 11666Trichloromethanesulfenyl chlorideHCID 5360545SodiumHCID 130144985-Carbamoyl-1-(2,6-dimethylphenyl)uracilHCID 130145015-Cyano-1-(2,6-dimethylphenyl)-6-methyluracilHCID 20519703HCID 20519703, compound

Product 3

HCID 205196655-Cyano-1-(2,6-dimethylphenyl)-6-methyl-3-trichloromethanesulfenyluracilHCID 205196935-Carbamoyl-1-(2,6-dimethylphenyl)-3-trichloromethanesulfenyluracilHCID 205197261-(2,6-Dimethylphenyl)-3-trichloromethanesulfenyluracil

Procedure

Following the procedure of Example 1, the sodium salt of each of 5-cyano-1-(2,6-dimethylphenyl)-6-methyluracil, 5-carbamoyl-1-(2,6-dimethylphenyl)uracil and 1-(2,6-dimethylphenyl)uracil is reacted with trichloromethanesulphenyl chloride to yield 5-cyano-1-(2,6-dimethylphenyl)-6-methyl-3-trichloromethanesulphenyluracil, 5-carbamoyl-1-(2,6-dimethylphenyl)-3-trichloromethanesulphenyluracil and 1-(2,6-dimethylphenyl)-3-trichloromethanesulphenyluracil.

Sources & evidence

ORD record
ord-2ff9b0602d61449fa44f5477ea75bec5
Source dataset
uspto-grants-1981_12
Patent number
US04307098

Reaction notes

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