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

HRID 1980107노트

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HRID 1980107 반응식
[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]

참가 물질

7

반응물 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

생성물 1

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

시약·촉매·용매 3

HCID 962Water용매HCID 8857Ethyl Acetate용매HCID 312751,4-Dioxane용매

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온도
30 °C

실험 절차

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.

후처리

  1. custompurified by column chromatography over silica gel

출처 및 근거

ORD 기록
ord-2a716f53d2524365aced58d636dc940e
출처 데이터셋
uspto-grants-1984_11
특허 번호
US04485113

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