Triethylamine → HCID 89815508, compound

HRID 1487108Notes

Reaction equation

HRID 1487108 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][CH:12]=1)[C:7](Cl)=[O:8])([O-:3])=[O:2].[S:13]1[CH2:17][CH2:16][NH:15][CH2:14]1.C(N(CC)CC)C>C(Cl)Cl.O>[N+:1]([C:4]1[CH:5]=[C:6]([C:7]([N:15]2[CH2:16][CH2:17][S:13][CH2:14]2)=[O:8])[CH:10]=[CH:11][CH:12]=1)([O-:3])=[O:2]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 8495Benzoyl chloride, 3-nitro-HCID 10444Thiazolidine

Product 1

HCID 89815508HCID 89815508, compoundYield 78%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 3-nitrobenzoyl chloride (5.00 g, 26.9 mmol) in DCM (50 ml), thiazolidine (3.60 g, 40.4 mmol) was added at 0° C. Triethylamine, (7.51 ml, 53.9 mmol) was added dropwise into the reaction mixture over 5 min and the reaction mixture was stirred at RT for 1 hr. Reaction mixture was diluted with cold water. Organic phase was separated and aq. phase was extracted using DCM (3×10.0 ml). Combined organic layer was washed with brine (100 ml), dried over sodium sulphate and the solvent was evaporated under vacuum to afford the title compound (5.0 gm).

Workup

  1. customReaction mixture
  2. customOrganic phase was separated
  3. extractionaq. phase was extracted
  4. washCombined organic layer was washed with brine (100 ml)
  5. dry with materialdried over sodium sulphate
  6. customthe solvent was evaporated under vacuum

Sources & evidence

ORD record
ord-8d2dd46c33634267a4adf8caa73372c0
Source dataset
uspto-grants-2016_08
Patent number
US09428499B2

Reaction notes

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