Triethylamine → HCID 86735330, compound

HRID 1448081Notes

Reaction equation

HRID 1448081 reaction equation
[CH3:1][N:2]1[C:6](=[O:7])[C:5]([CH3:9])([CH3:8])[S:4][C:3]1=[N:10][OH:11].C(N(CC)CC)C.[CH3:19][N:20]([S:24][C:25]1([CH3:31])[CH2:29][CH2:28][CH2:27][C:26]1=[O:30])[C:21](Cl)=[O:22]>O1CCOCC1>[CH3:19][N:20]([S:24][C:25]1([CH3:31])[CH2:29][CH2:28][CH2:27][C:26]1=[O:30])[C:21]([O:11][N:10]=[C:3]1[N:2]([CH3:1])[C:6](=[O:7])[C:5]([CH3:9])([CH3:8])[S:4]1)=[O:22]

Participants

5

Reactant 3

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

Product 1

HCID 86735330HCID 86735330, compoundYield 8.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 3.93 g (0.0225 m) of 3,5,5-trimethyl-2-oximino-thiazolidin-4-one and 2.28 g (0.0225 m) of triethylamine in 75 ml of dioxane was added dropwise with stirring 5.0 g (0.0225 m) 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 0.66 g 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-9e72ac5cbb714231ac4df6fb536d441c
Source dataset
uspto-grants-1979_12
Patent number
US04179514

Reaction notes

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