3-(1-Methylethyl)pyrido(2,3-c) (1,2,6)thiadiazin-4(3H)-one-2,2-dioxide → 3-Butyl-2lambda~6~-pyrido[2,3-c][1,2,6]thiadiazine-2,2,4(1H,3H)-trione

HRID 1729592Notes

Reaction equation

HRID 1729592 reaction equation
[CH3:1][CH:2]([N:4]1[S:9](=[O:11])(=[O:10])[NH:8][C:7]2[N:12]=[CH:13][CH:14]=[CH:15][C:6]=2[C:5]1=[O:16])[CH3:3].[CH2:17]([N:20]1[S:25](=[O:27])(=[O:26])[NH:24][C:23]2[N:28]=[CH:29][CH:30]=[CH:31][C:22]=2[C:21]1=[O:32])[CH2:18][CH3:19].ClC1C=NC2NSN(C(C)C)CC=2C=1.[Cl:47][C:48]1[CH:64]=[N:63][C:51]2[NH:52][S:53](=[O:62])(=[O:61])[N:54]([CH2:57][CH2:58][CH2:59][CH3:60])[C:55](=[O:56])[C:50]=2[CH:49]=1.CN1S(=O)(=O)NC2N=CC=CC=2C1=O.CC(N1S(=O)(=O)NC2N=C(CC(C)C)C=CC=2C1=O)C>>[CH2:57]([N:54]1[S:53](=[O:61])(=[O:62])[NH:52][C:51]2[N:63]=[CH:64][CH:48]=[CH:49][C:50]=2[C:55]1=[O:56])[CH2:58][CH2:59][CH3:60].[CH3:17][N:8]1[C:7]2[N:12]=[CH:13][CH:14]=[CH:15][C:6]=2[C:5](=[O:16])[N:4]([CH:2]([CH3:1])[CH3:3])[S:9]1(=[O:10])=[O:11].[CH2:17]([N:20]1[S:25](=[O:26])(=[O:27])[NH:24][C:23]2[N:28]=[CH:29][CH:30]=[CH:31][C:22]=2[C:21]1=[O:32])[CH2:18][CH3:19].[Cl:47][C:48]1[CH:64]=[N:63][C:51]2[NH:52][S:53](=[O:61])(=[O:62])[N:54]([CH2:57][CH2:58][CH2:59][CH3:60])[C:55](=[O:56])[C:50]=2[CH:49]=1

Participants

10

Reactant 6

HCID 136092433-(1-Methylethyl)pyrido(2,3-c) (1,2,6)thiadiazin-4(3H)-one-2,2-dioxide3×HCID 22756780HCID 22756780, compound2×HCID 227567853-Propyl-2lambda~6~-pyrido[2,3-c][1,2,6]thiadiazine-2,2,4(1H,3H)-trione2×HCID 22756796HCID 22756796, compound2×HCID 542381953-Methyl-2lambda~6~-pyrido[2,3-c][1,2,6]thiadiazine-2,2,4(1H,3H)-trione2×HCID 131710511HCID 131710511, compound2×

Product 4

HCID 227567823-Butyl-2lambda~6~-pyrido[2,3-c][1,2,6]thiadiazine-2,2,4(1H,3H)-trioneHCID 227567831-Methyl-3-(1-methylethyl)-pyrido(2,3-c)(1,2,6)-thiadiazin-4(3H)-one-2,2-dioxideHCID 227567853-Propyl-2lambda~6~-pyrido[2,3-c][1,2,6]thiadiazine-2,2,4(1H,3H)-trioneHCID 22756796HCID 22756796, compound

Procedure

In such operations, each of the 3-(1-methylethyl)-1H-pyrido(2,3-c)(1,2,6)thiadiazin-4(3H)-one-2,2-dioxide (Compound A); 3-n-propyl-1H-pyrido(2,3-c)(1,2,6)thiadiazin-4(3H)-one-2,2-dioxide (Compound B); 3-ethyl-1H-pyrido(2,3c)-(1,2,6)thiadiazin-4(3H)-one-2,2-dioxide (Compound C) and 6-chloro-3-(1-methylethyl)-1H-pyrido(2,3-c)(1,2,6)thiadiazin-4(3H-one-2,2-dioxide (Compound D) test ingredients was found to give complete control of the plant species bindweed and velvet leaf. Additionally, each of the 7-methyl-3-(1-methylethyl)-1H-pyrido(2,3-c)(1,2,6)thiadiazin-4(3H-one-2,2-dioxide (Compound E); 3-n-butyl-1H-pyrido(2,3-c)-(1,26)thiadiazin-4(3H)-one-2,2-dioxide (Compound F); and 6-chloro-3-n-butyl-1H-pyrido(2,3-c)(1,2,6)thiadiazin-4(3H)-one-2,2-dioxide (Compound G) test ingredients was found to give substantially complete control of weed species annual morning glory and velvet leaf. In other operations, each of the 3-methyl-1H-pyrido(2,3-c)(1,2,6)thiadiazin-4(3H)-one-2,2-dioxide (compound H), Compound A and Compound D test ingredients were found to give substantial control of foxtail. In further operations, the 3-(1-methylethyl)-7-(2-methylpropyl)-1H-pyrido(2,3-c)(1,2,6)thiadiazin-4(3H)-one-2,2-dioxide (Compound I) test ingredient was found to give complete control of velvet leaf plants while each of 3-n-butyl-1H-pyrido(2,3-c)(1,2,6)thiadiazin-4(3H)-one-2,2-dioxide (Compound J), 1-methyl-3-(1-methylethyl)-pyrido-(2,3-c) (1,2,6)thiadiazin-4(3H)-one-2,2-dioxide (Compound K), Compound B, Compound D, Compound E and Compound G was found to give complete control of pigweed plants.

Workup

  1. customto give complete control of the plant species bindweed and velvet leaf
  2. customto give substantially complete control of weed species annual morning glory and velvet leaf
  3. customto give substantial control of foxtail

Sources & evidence

ORD record
ord-c22299284cfd41f9bbbc56830a1639a2
Source dataset
uspto-grants-1976_11
Patent number
US03989507

Reaction notes

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