Trichloromethanesulfenyl chloride → HCID 20519647, compound

HRID 2198634Notes

Reaction equation

HRID 2198634 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[Cl:17])[CH:9]=1)#[N:3].[C:20]([C:22]1[C:23](=[O:38])[NH:24][C:25](=[O:37])[N:26]([C:28]2[C:33]([CH3:34])=[CH:32][CH:31]=[CH:30][C:29]=2[O:35][CH3:36])[CH:27]=1)#[N:21].[C:39]([C:41]1[C:42](=[O:56])[NH:43][C:44](=[O:55])[N:45]([C:47]2[C:52]([CH3:53])=[CH:51][CH:50]=[CH:49][C:48]=2[OH:54])[CH:46]=1)#[N:40].[Cl:57][C:58]([Cl:62])([Cl:61])[S:59]Cl>>[C:2]([C:4]1[C:5](=[O:19])[N:6]([S:59][C:58]([Cl:62])([Cl:61])[Cl:57])[C:7](=[O:18])[N:8]([C:10]2[C:15]([CH3:16])=[CH:14][CH:13]=[CH:12][C:11]=2[Cl:17])[CH:9]=1)#[N:3].[C:20]([C:22]1[C:23](=[O:38])[N:24]([S:59][C:58]([Cl:62])([Cl:61])[Cl:57])[C:25](=[O:37])[N:26]([C:28]2[C:33]([CH3:34])=[CH:32][CH:31]=[CH:30][C:29]=2[O:35][CH3:36])[CH:27]=1)#[N:21].[C:39]([C:41]1[C:42](=[O:56])[N:43]([S:59][C:58]([Cl:62])([Cl:61])[Cl:57])[C:44](=[O:55])[N:45]([C:47]2[C:52]([CH3:53])=[CH:51][CH:50]=[CH:49][C:48]=2[OH:54])[CH:46]=1)#[N:40]

Participants

8

Reactant 5

HCID 11666Trichloromethanesulfenyl chlorideHCID 5360545SodiumHCID 13014462HCID 13014462, compoundHCID 20519639HCID 20519639, compoundHCID 20519640HCID 20519640, compound

Product 3

HCID 20519647HCID 20519647, compoundHCID 20519654HCID 20519654, compoundHCID 20519728HCID 20519728, compound

Procedure

Following the procedure of Example 2, the sodium salt of each of 5-cyano-1-(2-chloro-6-methylphenyl)uracil, 5-cyano-1-(2-methoxy-6-methylphenyl)uracil, and 5-cyano-1-(2-hydroxy-6-methylphenyl)uracil is reacted with trichloromethanesulfenyl chloride to yield 5-cyano-1-(2-chloro-6-methylphenyl)-3-trichloromethanesulfenyluracil, 5-cyano-1-(2-methoxy-6-methylphenyl)-3-trichloromethanesulfenyluracil and 5-cyano-1-(2-hydroxy-6-methylphenyl)-3-trichloromethanesulfenyluracil, respectively.

Sources & evidence

ORD record
ord-4794508e1a034af3b340549961786d5c
Source dataset
uspto-grants-1982_11
Patent number
US04358591

Reaction notes

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