Triethylamine → HCID 86735330, compound

HRID 1833434Notes

Reaction equation

HRID 1833434 reaction equation
[CH3:1][N:2]([S:6][C:7]1([CH3:13])[CH2:11][CH2:10][CH2:9][C:8]1=[O:12])[C:3](Cl)=[O:4].[CH3:14][N:15]1[C:19](=[O:20])[C:18]([CH3:22])([CH3:21])[S:17][C:16]1=[N:23][OH:24].C(N(CC)CC)C>O1CCOCC1>[CH3:1][N:2]([S:6][C:7]1([CH3:13])[CH2:11][CH2:10][CH2:9][C:8]1=[O:12])[C:3]([O:24][N:23]=[C:16]1[N:15]([CH3:14])[C:19](=[O:20])[C:18]([CH3:22])([CH3:21])[S:17]1)=[O:4]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 713633892-(Hydroxyimino)-3,5,5-trimethyl-1,3-thiazolidin-4-oneHCID 85934420HCID 85934420, compound2×

Product 1

HCID 86735330HCID 86735330, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 3.93g 0.0225m) of 3,5,5-trimethyl-2-oximino-thiazolidin-4-one and 2.28g (0.0225m) of triethylamine in 75 ml of dioxane was added dropwise with stirring 5.0g (0.0225m) of N-methyl-N-(2-methyl-1-oxo-2-cyclopentanesulfenyl)carbamoyl chloride whilst maintaining the temperature between 10°-15° C. The reaction mixture was left standing for 16 hours at 5° C, and then diluted with ice water. The product was extracted in ethylacetate, dried and concentrated to yield 0.66g of white solid, m.p. 119°-121° C.

Workup

  1. temperaturewhilst maintaining the temperature between 10°-15° C
  2. waitThe reaction mixture was left
  3. extractionThe product was extracted in ethylacetate
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-14323b2cb47b4c538eac1665f57c79cc
Source dataset
uspto-grants-1978_01
Patent number
US04066689

Reaction notes

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