Triethylamine → 3,5,5-Trimethyl-2-[[-O-[N-methyl-N-(2-methyl-1,3-dichloro-2-propanesulfenyl)carbamoyl] oximino]]-4-thiazolidinone

HRID 1980107ノート

反応式

HRID 1980107 の反応式
[CH3:1][N:2]1[C:6](=[O:7])[C:5]([CH3:9])([CH3:8])[S:4][C:3]1=[N:10][OH:11].[CH3:12][N:13]([S:17][C:18]([CH3:23])([CH2:21][Cl:22])[CH2:19][Cl:20])[C:14](F)=[O:15].C(N(CC)CC)C>O1CCOCC1.O.C(OC(=O)C)C>[CH3:1][N:2]1[C:6](=[O:7])[C:5]([CH3:9])([CH3:8])[S:4][C:3]1=[N:10][O:11][C:14](=[O:15])[N:13]([CH3:12])[S:17][C:18]([CH3:23])([CH2:19][Cl:20])[CH2:21][Cl:22]

参加物

7

反応物 3

HCID 8471TriethylamineHCID 54204012N-Methyl-N-(2-methyl-1,3-dichloro-2-propanesulfenyl)carbamoyl fluorideHCID 713633892-(Hydroxyimino)-3,5,5-trimethyl-1,3-thiazolidin-4-one

生成物 1

HCID 545396813,5,5-Trimethyl-2-[[-O-[N-methyl-N-(2-methyl-1,3-dichloro-2-propanesulfenyl)carbamoyl] oximino]]-4-thiazolidinone収率 41%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
30 °C

実験手順

To a solution of 3.28 g of 3,5,5-trimethyl-2-oximino-4-thiazolidinone and 5.0 g of N-methyl-N-(2-methyl-1,3-dichloro-2-propanesulfenyl)carbamoyl fluoride in 75 ml of dioxane, was added dropwise with stirring 2.18 g of triethylamine. The spontaneous exotherm raised the temperature to 30° C. After following the reaction mixture to stand at room temperature for 16 hours, the reaction mixture was diluted with 300 ml of water. The product was isolated in ethylacetate and purified by column chromatography over silica gel to yield 3.0 g of a white solid. m.p. 91°-92° C.

後処理

  1. custompurified by column chromatography over silica gel

出典と根拠

ORDレコード
ord-2a716f53d2524365aced58d636dc940e
出典データセット
uspto-grants-1984_11
特許番号
US04485113

反応ノート

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