Acetyl chloride → HCID 9948244, compound

HRID 2255364Notes

Reaction equation

HRID 2255364 reaction equation
[NH:1]=[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][C:8]=2[N+:14]([O-:16])=[O:15])[CH2:5][CH2:4][S:3]1.[C:17](Cl)(=[O:19])[CH3:18].C(N(CC)CC)C>C(Cl)(Cl)Cl>[C:17]([N:1]=[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][C:8]=2[N+:14]([O-:16])=[O:15])[CH2:5][CH2:4][S:3]1)(=[O:19])[CH3:18]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 19737880HCID 19737880, compound

Product 1

HCID 9948244HCID 9948244, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

0.52 g (2 mmoles) of 2-imino-3-(4'-chloro-2-nitrophenyl)-thiazolidine is dissolved in 20 ml of anhydrous chloroform. 0.24 g (0.21 ml, 3 mmoles) of acetyl chloride and 0.4 ml (0.3 g, 3 mmoles) of triethylamine are added to the solution and it is boiled for 30 minutes. The solution is then evaporated in vacuo, the oily residue is dissolved in 30 ml of dichloromethane and extracted twice with 10 ml of saturated aqueous sodium chloride solution each. The solution is dried and evaporated, the oily residue is crystallized from ethyl acetate.

Workup

  1. customThe solution is then evaporated in vacuo
  2. dissolutionthe oily residue is dissolved in 30 ml of dichloromethane
  3. extractionextracted twice with 10 ml of saturated aqueous sodium chloride solution each
  4. customThe solution is dried
  5. customevaporated
  6. customthe oily residue is crystallized from ethyl acetate

Sources & evidence

ORD record
ord-1f11f65013824ac6858d84076041c2f1
Source dataset
uspto-grants-1993_08
Patent number
US05240918

Reaction notes

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